Alicyclic Acid Moiety Containing Oxy, Aldehyde Or Ketone Group Patents (Class 560/126)
  • Patent number: 6670498
    Abstract: An ester compound of the following formula (1) is provided. R1 is H, methyl or CH2CO2R3, R2 is H, methyl or CO2R3, R3 is C1-C15 alkyl, R4 is branched or cyclic, tertiary C5-C20 alkyl group, Z is a divalent C1-C10 hydrocarbon group, and k is 0 or 1. A resist composition comprising as the base resin a polymer resulting from the ester compound is sensitive to high-energy radiation, has excellent sensitivity, resolution, and etching resistance, and is suited for micropatterning using electron beams or deep-UV.
    Type: Grant
    Filed: November 6, 2002
    Date of Patent: December 30, 2003
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Tsunehiro Nishi, Koji Hasegawa, Takeru Watanabe, Takeshi Kinsho, Mutsuo Nakashima, Seiichiro Tachibana, Jun Hatakeyama
  • Patent number: 6657074
    Abstract: The present invention relates to a process for preparing acylated 1,3-dicarbonyl compounds by rearrangement of corresponding enol esters. The invention also relates to the preparation of the corresponding tautomer compounds of the acylated 1,3-dicarbonyl compounds.
    Type: Grant
    Filed: February 4, 2002
    Date of Patent: December 2, 2003
    Assignee: Syngenta Crop Protection, Inc.
    Inventor: Kevin Coppola
  • Patent number: 6646152
    Abstract: A process for preparing 2-hydroxycarboxylic esters having a quaternary &bgr;-carbon atom by reaction of glycidyl esters with an organoaluminum reagent is described.
    Type: Grant
    Filed: March 12, 2002
    Date of Patent: November 11, 2003
    Assignee: Abbott GmbH & Co. KG
    Inventors: Monika Knopp, Rolf Jansen
  • Publication number: 20030191182
    Abstract: The invention provides novel compounds of the Formula (I) that stimulate rates of glucose oxidation in myocardial cells.
    Type: Application
    Filed: April 9, 2003
    Publication date: October 9, 2003
    Inventors: Gary David Lopaschuk, John Christopher Vederas, Jason R Dyck
  • Patent number: 6599971
    Abstract: Compounds and compositions comprising specific metal salts of hexahydrophthalic acid (HHPA) in order to provide highly desirable properties within thermoplastic articles are provided. The inventive HHPA derivatives are useful as nucleating and/or clarifying agents for such thermoplastics, are practical and easy to handle. Such compounds provide excellent crystallization temperatures, stiffness, and acid scavenger compatibility within target polyolefins. Also, such compounds exhibit very low hygroscopicity and therefore excellent shelf stability as powdered or granular formulations. Thermoplastic additive compositions and methods of producing polymers with such compounds are also contemplated within this invention.
    Type: Grant
    Filed: March 29, 2001
    Date of Patent: July 29, 2003
    Assignee: Milliken & Company
    Inventors: Darin L. Dotson, X. Edward Zhao
  • Patent number: 6586620
    Abstract: The present invention discloses a process for the preparation of a compound according to formula wherein R1 is a C3-C7 alkyl group and R2 is a C1 to C4, linear or branched, alkyl radical, more preferably a methyl group, characterized in that the process includes the isomerisation of an epoxide of formula wherein R1 and R2 have the meaning given in formula (I), in the presence of an acidic isomerisation agent, a thermal treatment or a combination thereof. The process according to the invention allows the preparation of the cyclopentenyl compounds of formula (I) on an industrial scale. The compounds are important starting products for the production of appreciated perfuming ingredients in particular methyl dihydrojasmonates.
    Type: Grant
    Filed: May 6, 2002
    Date of Patent: July 1, 2003
    Assignee: Firmenich SA
    Inventors: Khushrav Crawford, Valentin Rautenstrauch, Arnoldus Uijttewaal
  • Publication number: 20030078455
    Abstract: Disclosed are a process of subjecting a diester of a long-chain dicarboxylic acid having 18 to 21 carbon atoms to intramolecular condensation in the presence of titanium tetrachloride or zirconium tetrachloride and a trialkylamine to form an &agr;-alkoxycarbonylated macrocyclic ketone, and a process for producing a macrocyclic ketone by hydrolyzing an &agr;-alkoxycarbonylated macrocyclic ketone obtained by the process and then subjecting the hydrolyzate to decarboxylation. The invention provides a process for producing a macrocyclic ketone efficiently, which permits high concentration synthesis.
    Type: Application
    Filed: September 19, 2002
    Publication date: April 24, 2003
    Inventors: Yoo Tanabe, Atsushi Makita
  • Patent number: 6518438
    Abstract: The present invention provides new synthetic methods and compositions. In particular, new methods of preparing intermediates useful in the synthesis of neuraminidase inhibitors and compositions useful as intermediates that are themselves useful in the synthesis of neuraminidase inhibitors are provided.
    Type: Grant
    Filed: September 27, 2001
    Date of Patent: February 11, 2003
    Assignee: Gilead Sciences, Inc.
    Inventors: Kenneth M. Kent, Choung U. Kim, Lawrence R. McGee, John D. Munger, Ernest J. Prisbe, Michael J. Postich, John C. Rohloff, Daphne E. Kelly, Matthew A. Williams, Lijun Zhang
  • Patent number: 6509480
    Abstract: Provided are, among other things, lipid-lowering or glucose-lowering methods and compounds, particularly lipid-lowering or glucose-lowering compounds, with an A-B ring structure as follows: wherein the dotted line between carbons 5 and 6, the dotted line between carbon 4 and R2, and the dotted line between carbon 11 and R3 each independently represent an optional double bond from the respective numbered carbon to a linked carbon, and wherein X is hydroxy or, together with Y is oxy linking carbon 8 and carbon 12.
    Type: Grant
    Filed: October 23, 2001
    Date of Patent: January 21, 2003
    Assignee: Alteon, Inc.
    Inventors: Dilip R. Wagle, Sheng Ding Fang, Ihor Terleckyj, John Resek, John J. Egan
  • Patent number: 6509135
    Abstract: A polymer comprising recurring units of formula (1) and having a Mw of 1,000-500,000 is provided. R1 is H, methyl or CH2CO2R3, R2 is H, methyl or CO2R3, R3 is alkyl, R4 is H, alkyl, alkoxyalkyl or acyl, R5 and R15 are acid labile groups, and at least one of R6 to R9 is a carboxyl or hydroxyl-containing monovalent hydrocarbon group, and the remainders are H or alkyl, at least one of R10 to R13 is a monovalent hydrocarbon group containing a —CO2— partial structure, and the remainders are H or alkyl, R14 is a polycyclic hydrocarbon group or polycyclic hydrocarbon-containing alkyl group, Z is a trivalent hydrocarbon group, X is —CH2— or —O—, k=0 or 1, x is>0, a, b, c and d are≧0, satisfying x+a+b+c+d=1. A resist composition comprising the polymer has significantly improved sensitivity, resolution and etching resistance and is very useful in microfabrication.
    Type: Grant
    Filed: March 5, 2001
    Date of Patent: January 21, 2003
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Tsunehiro Nishi, Koji Hasegawa, Takeru Watanabe, Takeshi Kinsho, Jun Hatakeyama
  • Patent number: 6500797
    Abstract: The present invention relates to methods for preparing &bgr;-ketoester fragrance pro-accords from activated acyl units, 1,3-dioxan-4,6-diones and fragrance raw material alcohols. The first step involves contacting an activated acyl unit, preferably an acid chloride, with a 1,3-dioxan-4,6-dione, an example of which is Meldrum's acid, to form a 2-acyl 1,3-dioxan-4,6-dione which is then reacted with a fragrance raw material alcohol to form the final &bgr;-ketoester fragrance pro-accord. The resulting &bgr;-ketoester fragrance pro-accords are suitable for use in laundry detergent, personal care, and other formulations wherein aesthetic fragrance materials are employed.
    Type: Grant
    Filed: March 23, 2000
    Date of Patent: December 31, 2002
    Assignee: The Procter & Gamble Company
    Inventors: Rafael Ortiz, Lee Arnold Schectman, Mark Robert Sivik, John August Wos
  • Patent number: 6495217
    Abstract: The invention relates to chiral compounds of formula I wherein R1, R2, X, Y1 and Y2 have the meanings defined herein, as well as to liquid crystalline mixtures comprising at least one chiral compound of formula I.
    Type: Grant
    Filed: October 4, 1999
    Date of Patent: December 17, 2002
    Assignee: Merck Patent GmbH
    Inventor: Louise Farrand
  • Patent number: 6495711
    Abstract: The invention relates to a process for preparing (−)-(1S,4R) N protected 4-amino-2-cylcopentene-1-carboxylate esters represented by the formula (I) wherein R1 and R2 are as described within the specification.
    Type: Grant
    Filed: December 18, 2001
    Date of Patent: December 17, 2002
    Assignee: BioCryst Pharmaceuticals Inc.
    Inventors: Max Rey, Gregor Welti, Cynthia Maryanoff
  • Patent number: 6492545
    Abstract: A novel process in which an optically active alcohol compound having a desired absolute configuration and a high optical purity can be obtained by asymmetrically hydrogenating a &bgr;-keto acid compound through a simple operation. An optically active alcohol represented by general formula (III) as defined is obtained by asymmetrically hydrogenating a &bgr;-keto ester compound represented by general formula (I) as defined in the presence of at least one ruthenium complex having as a ligand an optically active tertiary diphosphine compound represented by general formula (II) as defined.
    Type: Grant
    Filed: July 23, 2001
    Date of Patent: December 10, 2002
    Assignee: Takasago International Corporation
    Inventors: Takao Saito, Tohru Yokozawa, Kazuhiko Matsumura, Noboru Sayo
  • Patent number: 6489504
    Abstract: A malic acid or oxalacetic acid derivative is represented by the following formula (1): wherein ring Z is an alicyclic carbon ring; each of Ra and Rb is independently a hydrogen atom, a metal atom, or an organic group; and Y is a hydroxyl group or an oxygen atom, where ring Z is a bridged carbon ring or a monocyclic carbon ring having eight or more members when Y is an oxygen atom. The alicyclic carbon ring includes, for example, cyclooctane ring and adamantane ring. This compound is a novel malic acid derivative having an alicyclic group bonded to a carbon atom at the 3-position, or a novel oxalacetic acid derivative having a specific alicyclic group bonded to a carbon atom at the 3-position.
    Type: Grant
    Filed: March 9, 2001
    Date of Patent: December 3, 2002
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Tatsuya Nakano
  • Patent number: 6423865
    Abstract: The invention relates to compounds with the general formula Y1—A1—M1—A2—Y2 wherein Y1 and Y2 are different from each other and Y1 is an acrylate or methacrylate residue and Y2 is a vinyl ether, epoxy, or azide residue, A1 and A2 are identical or different residues with the general formula CnH2n in which n is a whole number from 0 to 20 and one or more methylene groups can be replaced by oxygen atoms, and M1 has the general formula —R1—X1—R2—X2—R3—X3—R4— wherein R1, R2, R3, and R4 are identical or different doubly bonded residues from the group —O—, —COO—, —CONH—, —CO—, —S—, —C≡C—, —CH═CH—, —CH═N—, —CH2—, —N═N—, and —N═N(O)—, and R2—X2—R3 can also be a C—C bond, and X1, X2, and X3 are identical or different residues from the group 1,4-phenylene, 1,4-cyclohexylen
    Type: Grant
    Filed: March 1, 2000
    Date of Patent: July 23, 2002
    Assignee: DaimlerChrysler AG
    Inventors: Peter Strohriegl, Katja Strelzyk, Andreas Stohr, Petra Grundig, Michael Gailberger, Fritz Dannenhauer, Anne Barth
  • Patent number: 6423874
    Abstract: A process for obtaining Ketone of formula 1a,b, which includes contacting a Ketone represented by formula 2a,b with a first catalyst under conditions and for a time sufficient to obtain an intermediate mixture, which intermediate mixture contains a Ketone represented by formula 4a,b; and contacting the intermediate mixture, or a fraction thereof, with a second catalyst under conditions effective to provide a product containing a Ketone of formula 1a,b. Moreover, the first catalyst preferably differs from the second catalyst with the first catalyst preferably being an isomerization catalyst and the second catalyst being a cyclization catalyst. The process is capable of providing unexpectedly incresased yields of both Ketone 4 and Ketone 1.
    Type: Grant
    Filed: February 18, 2000
    Date of Patent: July 23, 2002
    Assignee: Millennium Speciality Chemicals, Inc.
    Inventors: Mark B. Erman, Melissa J. Williams, Carlos G. Cárdenas
  • Patent number: 6384269
    Abstract: The compounds of formula in which the symbols R1, R2, R3 and R4 represent independently from each other a hydrogen atom or a methyl or ethyl group, the symbol X represents an oxygen atom or an alkylene group of formula in which n is an integer from 1 to 3, the symbols R6 and R7 represent each a hydrogen atom or a methyl or ethyl group, and R5 represents an alkyl or alkoxy group from C1 to C4, linear or branched, an alkenyl group from C2 to C4, linear or branched, or a group of formula in which Y has the same meaning as X and R8 is a linear or branched alkyl group from C1 to C4 or a linear or branched alkenyl group from C2 to C4, are novel compounds showing musky odors and which confer musky-velvety, voluminous and very tenacious notes to the products to which they are added.
    Type: Grant
    Filed: April 20, 2000
    Date of Patent: May 7, 2002
    Assignee: Firmenich SA
    Inventor: Alvin S. Williams
  • Patent number: 6384242
    Abstract: 4-Methyl-4-(4-mlthylpent-3-en-1-yl)-2-oxetanone of formula (1): or its oligomer is an intermediate product for the preparation of a series of geranic acid derivatives, which are important synthetic building blocks in the preparation of perfumes and fragrances.
    Type: Grant
    Filed: June 21, 2001
    Date of Patent: May 7, 2002
    Assignees: Firmenich SA, Lonza AG
    Inventors: Peter Fankhauser, Paul Hanselmann, Barry Jackson
  • Patent number: 6376700
    Abstract: An alicyclic compound of the formula (1) is disclosed: wherein R1 and R2 each independently is a hydroxyl group, a C1-8 hydroxyalkyl group, or a C3-8 hydroxycycloalkyl group; R3, R4 and R5 each independently is a hydrogen, a C1-8 hydroxyalkyl group, a C1-6 carboxylic acid or a C3-8 carboxylic acid ester; k is an integer of 0, 1, 2, 3, 4, 5 or 6. The compound of the formula (1) can be applied to dissolution inhibitors for preparing positive photoresist composition.
    Type: Grant
    Filed: June 30, 2000
    Date of Patent: April 23, 2002
    Assignee: Everlight USA, Inc.
    Inventors: Shang-Wern Chang, Yen-Cheng Li, Shang-Ho Lin, Wen-Chieh Wang
  • Patent number: 6372935
    Abstract: The present invention relates to a copolymer resin for ultra-shortwave light source such as KrF or ArF, process for preparation thereof, and photoresist comprising the same resin. The copolymer resin according to the present invention is easily prepared by conventional radical polymerization due to the introduction of norbornyl(meth)acrylate unit to a structure of copolymer for photoresist. The resin has high transparency at 193 nm wavelength, provides increased etching resistance and enhanced adhesive strength due to a hydrophilic functional group in the norbornyl group, and shows excellent resolution of 0.15 Fm in practical experiment of patterning.
    Type: Grant
    Filed: May 18, 2001
    Date of Patent: April 16, 2002
    Assignee: Hyundai Electronics Industries Co., Ltd.
    Inventors: Min Ho Jung, Jae Chang Jung, Cheol Kyu Bok, Ki Ho Baik
  • Patent number: 6369194
    Abstract: The invention relates to compounds of formula where R is a structural diversity element selected from the group consisting of alkyl, cycloalkyl, aryl, heteroaryl, peptidyl, heteroatom-substituted alkyl, cycloalkyl, and amines; and Nu is a structural diversity element derived from a nucleophile, NuH, selected from the group consisting of amines, amino acids, peptide, water, hydrogen sulfide, alcohols, and thiols. The invention also relates to arrays and combinatorial libraries of such compounds, and to a method of preparing such compounds.
    Type: Grant
    Filed: November 9, 1998
    Date of Patent: April 9, 2002
    Assignee: Yale University
    Inventor: Harry H. Wasserman
  • Patent number: 6359165
    Abstract: Enantiomerically pure &bgr;-hydroxy esters are prepared by a process in which &bgr;-keto esters are reacted with hydrogen in the presence of catalysts of the formula LRuX2 where X is halogen, acetate, allyl, methallyl, 2-phenylallyl, perchlorate, trifluoroacetate, tetrafluoroborate, hexafluoroantimonate, hexafluorophosphate, hexafluoroarsenate or trichloroacetate, L is a bidentate phospholane of the formula I  where B=a bridging link with 1-5 carbon atoms between the two phosphorus atoms, R1=H, C1-C6-alkyl, aryl, alkylaryl or SiR23, R2=alkyl or aryl, m=0 or 1, R3=H or OR4, and R4=R1, with the proviso that if m=1 then R3=H and if m=0 then R3 ≠ H.
    Type: Grant
    Filed: September 29, 1999
    Date of Patent: March 19, 2002
    Assignee: BASF Aktienegesellschaft
    Inventors: Rainer Stürmer, Martin Jochen Klatt, Armin Börmer, Jens Holz, Gudrun Voss
  • Publication number: 20020019553
    Abstract: Stable, enzymatically triggered chemiluminescent 1,2-dioxetanes with improved water solubility and storage stability are provided as well as synthetic processes and intermediates used in their preparation. Dioxetanes further substituted with two or more water-solubilizing groups disposed on the dioxetane structure and an additional fluorine atom or lower alkyl group provide superior performance by eliminating the problem of reagent carryover when used in assays performed on capsule chemistry analytical systems. These dioxetanes display substantially improved stability on storage. Compositions comprising these dioxetanes, a non-polymeric cationic surfactant enhancer and optionally a fluorescer, for providing enhanced chemiluminescence are also provided.
    Type: Application
    Filed: April 20, 2001
    Publication date: February 14, 2002
    Inventors: Hashem Akhavan-Tafti, Renuka DeSilva, Kumar Thakur, Zahra Arghavani
  • Publication number: 20020007031
    Abstract: An ester compound of the following formula (1) is provided.
    Type: Application
    Filed: April 26, 2001
    Publication date: January 17, 2002
    Applicant: Shin-Etsu Chemical Co., Ltd.
    Inventors: Tsunehiro Nishi, Koji Hasegawa, Takeru Watanabe, Takeshi Kinsho, Mutsuo Nakashima, Seiichiro Tachibana, Jun Hatakeyama
  • Patent number: 6337420
    Abstract: An electroclinic device having two spaced cell walls each bearing electrode structures and treated on at least one facing surface with an alignment layer, a layer of a smectic liquid crystal material enclosed between the cell walls, where the liquid crystal material contains one or more of the compounds described by formula I as defined in the specification.
    Type: Grant
    Filed: March 7, 2000
    Date of Patent: January 8, 2002
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland Defence Evaluation Research Agency
    Inventors: Andrew John Slaney, Damien Gerard McDonnell, Amarjit Kaur Samra, Maurice Stanley, Victoria Minter, John William Goodby, Michael Hird, Simon John Cross, Chu Chuan Dong
  • Publication number: 20010051741
    Abstract: Ester compounds of formula (1) are useful as monomers to form base resins for use in chemically amplified resist compositions adapted for micropatterning lithography.
    Type: Application
    Filed: April 26, 2001
    Publication date: December 13, 2001
    Applicant: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeru Watanabe, Koji Hasegawa, Takeshi Kinsho, Mutsuo Nakashima, Seiichiro Tachibana, Tsunehiro Nishi, Jun Hatakeyama
  • Publication number: 20010051742
    Abstract: Ester compounds of formula (1) are useful as monomers to form base resins for use in chemically amplified resist compositions adapted for micropatterning lithography.
    Type: Application
    Filed: April 26, 2001
    Publication date: December 13, 2001
    Applicant: Shin-Etsu Chemical Co., Ltd.
    Inventors: Koji Hasegawa, Takeru Watanabe, Takeshi Kinsho, Mutsuo Nakashima, Seiichiro Tachibana, Tsunehiro Nishi, Jun Hatakeyama
  • Patent number: 6294688
    Abstract: A stereospecific method for accomplishing the below reaction: results in the compound of formula 2 having the same stereochemistry at both carbon 1 and carbon 3 as that in the compound of formula 1. Thus, if carbon 3 is in the R-configuration in the compound of formula 1, then carbon 3 will be in the R-configuration in the compound of resulting formula 2. In the above process, R1 is C1-C6 alkyl that can be straight-chain or branched. The process functions using a fluorinated alcohol having a pKa less than about 9, in the presence of a palladium catalyst. The compounds of formula 1, as well as novel intermediates in this process, are useful in manufacturing vitamin D analogs.
    Type: Grant
    Filed: August 7, 2000
    Date of Patent: September 25, 2001
    Assignee: Hoffman-La Roche Inc.
    Inventors: Andrzej Robert Daniewski, Marek Michal Kabat, Masami Okabe, Roumen Nikolaev Radinov
  • Patent number: 6214416
    Abstract: A coating composition comprising (A) a hydrolyzate or partial condensate, or both, of an organosilane compound represented by the following formula (1), (R1)nSi(OR2)4−n  (1) wherein R1 is a hydrogen atom or a monovalent organic group having 1-8 carbon atoms, R2 is an alkyl group having 1-5 carbon atoms or an acyl group having 1-6 carbon atoms, and n is an integer from 0 to 2, (B) at least one ultraviolet ray absorbing component selected from the group consisting of fine semiconductor particles, semiconductor sols, and organic compounds having ultraviolet ray absorbing capability, and (C1) water and/or an organic solvent. The coating composition exhibits excellent storage stability and produces coating films with good appearance, superior adhesion properties, weather resistance, high hardness, and superb UV absorbing capability.
    Type: Grant
    Filed: January 26, 1999
    Date of Patent: April 10, 2001
    Assignee: JSR Corporation
    Inventors: Toshinori Sakagami, Mibuko Shimada
  • Patent number: 6168839
    Abstract: Novel liquid crystalline compounds which have a wide temperature range of liquid crystal phase, are excellent in miscibility with other liquid crystalline compounds, have a low viscosity, are low in toxicity, and are safe; liquid crystal compositions comprising the liquid crystalline compound; and liquid crystal display devices fabricated by using the composition are provided; and the compounds are cyclohexane derivatives expressed by the general formula (1) wherein R represents an alkylene chain having 2 to 10 carbon atoms in which alkylene chain ethylene group (—CH2CH2—) may be replaced by ethenylene group (—CH═CH—) or methylenoxy group (—OCH2—); and M represents COOH or CN group.
    Type: Grant
    Filed: June 21, 1999
    Date of Patent: January 2, 2001
    Assignee: Chisso Corporation
    Inventors: Atsuko Fujita, Shuichi Matsui, Kazutoshi Miyazawa, Hiroyuki Takeuchi, Fusayuki Takeshita, Etsuo Nakagawa
  • Patent number: 6156893
    Abstract: A novel process for the preparation of (1S,4R)- or (1R,4S)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclo-pentene-1-methanol of the formulae ##STR1## is described. This entails in the first stage (.+-.)-2-aza-bicyclo[2.2.1]hept-5-en-3-one of the formula ##STR2## being acylated to give a (.+-.)-2-azabicyclo[2.2.1]hept-5-en-3-one derivative of the general formula ##STR3## in which R.sup.1 denotes C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, aryl or aryloxy, the latter being reduced in the second stage to give a cyclopentene derivative of the general formula ##STR4## in which R.sup.
    Type: Grant
    Filed: May 6, 1998
    Date of Patent: December 5, 2000
    Assignee: Lonza A.G.
    Inventors: Christine Bernegger, Eva Maria Urban, Olwen Mary Birch, Kurt Burgdorf, Frank Brux, Kay-Sara Etter, Pierre Bossard, Walter Brieden, Laurent Duc, John Gordon, Colm O'Murchu, Yves Guggisberg
  • Patent number: 6130354
    Abstract: The present invention discloses a process for the preparation of shikimic acid or its derivatives from quinic acid or its derivatives by dehydration with Vilsmeier reagent. The present invention further discloses intermediates produced by this process and their use in the synthesis of shikimic acid or its derivatives.
    Type: Grant
    Filed: May 10, 1999
    Date of Patent: October 10, 2000
    Assignee: Hoffman-La Roche Inc.
    Inventor: Hans-Jurgen Mair
  • Patent number: 6118019
    Abstract: A 3-alkoxypropionic ester derivative, an olefin polymerization solid catalyst component using the same, an olefin polymerization catalyst using the same, and a process for the preparation of a polyolefin using the same. The 3-alkoxypropionic ester derivative is represented by formula (I): ##STR1## wherein R.sup.1 represents a hydrocarbon group having from 1 to 10 carbon atoms; R.sup.2 represents a hydrocarbon group having from 1 to 20 carbon atoms; R.sup.3 represents a hydrocarbon group having from 1 to 20 carbon atoms; and R.sup.4 represents a branched hydrocarbon group having 3 or more carbon atoms.
    Type: Grant
    Filed: December 29, 1998
    Date of Patent: September 12, 2000
    Assignee: Showa Denko K.K.
    Inventors: Masaki Fushimi, Shintaro Inazawa
  • Patent number: 6114364
    Abstract: The present invention relates to a compound represented by the following general formula (1) ##STR1## (wherein X represents O, S, SO, SO.sub.2, or NH, Y is a substituted or unsubstituted hydrocarbon residue containing 1 through 6 carbon atoms and having an overall molecular weight of not less than 15 and not more than 400, and the hydrocarbon residue, when the residue is ring, may contain one or two hetero-atoms in the ring, and Z is a carboxyl group, a group derived therefrom or an aliphatic hydrocarbon residue having from 1 to 4 carbon atoms which may be substituted or unsabstituted) or a pharmacologically acceptable salt thereof (excluding (1R,2S)-2-[(2R)-(2-acetyl-amino-2-carboxyethyl)thiomethyl]-3-oxo-1-cyclope ntane-carboxylic acid (cystacyclin)), a method for production thereof and a medicinal use thereof. The compound of the present invention is useful as a neuron differentiation accelerator.
    Type: Grant
    Filed: October 5, 1998
    Date of Patent: September 5, 2000
    Assignee: Nippon Kayaku Co., Ltd.
    Inventors: Seiichi Saito, Tomio Morino, Kuniko Masuda
  • Patent number: 6025518
    Abstract: A substituted cyclopentene derivative of formula (V): whereinX.sup.1 is (.alpha.-OZ.sup.a, .beta.-H) or (.alpha.-H, .beta.-OZ.sup.a), X.sup.3 is (.alpha.-OZ.sup.d, .beta.-H), (.alpha.-H, .beta.-OZ.sup.d), or oxygen atom, each of Z.sup.a and Z.sup.d, which may be the same or different, is a hydrogen atom or a protective radical for a hydroxyl radical;U is a radical selected from the group consisting of CR.sup.1 HCH.sub.2, CR.sup.1 .dbd.CH and C.tbd.C,whereinR.sup.1 is a hydrogen atom, halogen atom, substituted silyl radical represented by SiR.sup.9 R.sup.10 R.sup.11 or substituted stannyl radical represented by SnR.sup.14 R.sup.15 R .sup.16,m is an integer of 0 to 6;X.sup.2 is CH.dbd.CH or C.tbd.C,p is an integer of 0 or 1, each of n and q is an integer of 0 to 5; andZ.sup.1 is a hydrogen atom, COOR.sup.y, CN, OH, OCOR.sup.2, CONR.sup.b R.sup.c or NR.sup.d R.sup.e.
    Type: Grant
    Filed: September 8, 1998
    Date of Patent: February 15, 2000
    Assignees: Nissan Chemical Industries, Ltd., Fumie SATO
    Inventor: Fumie Sato
  • Patent number: 6004905
    Abstract: The invention disclosed relates to a new class of abscisic acid (ABA) analogs of formula I ##STR1## wherein one of R.sub.1 is alkenyl, alkynyl, aryl, cycloalkenyl, other farther substituted carbon chain including deuterium containing residues, and carbon containing substituents with heteroatoms and halogens and the other is methyl, and wherein the five member carbon side chain includes a methyl group at C3, with C5 attached to the ring as shown, including a trans double bond at the C4-C5 position, or a triple bond at this position, and either a cis or a trans double bond at the C2-C3 position, and R.sub.2 is CH.sub.2 OH, CHO, COOH, COO alkyl, or derivatives thereof, and wherein the cyclohexanone ring double bond may also be reduced and to a novel process for synthesizing such ABA analogs.
    Type: Grant
    Filed: September 22, 1998
    Date of Patent: December 21, 1999
    Assignee: National Research Council of Canada
    Inventors: Suzanne R. Abrams, John J. Balsevich, Adrian J. Cutler, Bo Lei, Patricia A. Rose
  • Patent number: 5965767
    Abstract: A method for making beta ketoesters of alcoholic actives, especially perfume alcohols, by a two step process involving a first diketene reaction step and a second carboxylic acid halide reaction step. The present invention also relates to mixtures of beta ketoesters of such alcoholic actives, especially those prepared by the present manufacturing process.
    Type: Grant
    Filed: February 17, 1998
    Date of Patent: October 12, 1999
    Assignee: Procter & Gamble Company
    Inventors: Mark Robert Sivik, Frederick Anthony Hartman
  • Patent number: 5936133
    Abstract: This invention provides a novel class of vitamin D related compounds, namely, the 2-alkylidene-19-nor-vitamin D derivatives, as well as a general method for their chemical synthesis. The compounds have the formula: ##STR1## where Y.sub.1 and Y.sub.2, which may be the same or different, are each selected from the group consisting of hydrogen and a hydroxy-protecting group, R.sub.6 and R.sub.8, which may be the same or different, are each selected from hydrogen, alkyl, hydroxyalkyl and fluoroalkyl, or when taken together represent the group --(CH.sub.2).sub.x -- where x is an integer from 2 to 5, and where the group R represents any of the typical side chains known for vitamin D type compounds. These 2-substituted compounds are characterized by low intestinal calcium transport activity and high bone calcium mobilization activity resulting in novel therapeutic agents for the treatment of diseases where bone formation is desired, particularly low bone turnover osteoporosis.
    Type: Grant
    Filed: September 10, 1998
    Date of Patent: August 10, 1999
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. Deluca, Rafal R. Sicinski
  • Patent number: 5929271
    Abstract: Proposed is novel compounds for use in a chemical-sensitization positive-working photoresist composition used in the photolithographic patterning process for the manufacture of fine electronic devices, which is capable of giving, with high photosensitivity to ArF excimer laser beams, a patterned resist layer having an excellently orthogonal cross sectional profile and high resistance against dry etching and exhibiting good adhesion to the substrate surface. While the composition comprises (A) a film-forming resinous ingredient which causes an increase of alkali solubility by interacting with an acid and (B) a radiation-sensitive acid-generating agent, the most characteristic feature of the invention consists in the use of a specific acrylic resin as the component (A), which comprises the monomeric units of a (meth)acrylic acid ester of hydroxy bicyclo?3.1.
    Type: Grant
    Filed: August 15, 1997
    Date of Patent: July 27, 1999
    Assignee: Tokyo Ohka Kogyo Co., Ltd.
    Inventors: Hideo Hada, Kazufumi Sato, Hiroshi Komano, Toshimasa Nakayama
  • Patent number: 5859284
    Abstract: The present invention provides new synthetic methods and compositions. In particular, new methods of preparing intermediates useful in the synthesis of neuraminidase inhibitors and compositions useful as intermediates that are themselves useful in the synthesis of neuraminidase inhibitors are provided.
    Type: Grant
    Filed: August 23, 1996
    Date of Patent: January 12, 1999
    Assignee: Gilead Sciences, Inc.
    Inventors: Kenneth M. Kent, Choung U. Kim, Lawrence R. McGee, John D. Munger, Jr., Ernest J. Prisbe, Michael J. Postich, John C. Rohloff, Daphne E. St. John, Matthew A. Williams, Lijun Zhang
  • Patent number: 5859054
    Abstract: Pharmacologically active leukotriene-B.sub.4 derivatives of general formula I, ##STR1## are described, in whichR.sub.1 represents CH.sub.2 OH, CH.sub.3, CF.sub.3, COOR.sub.4, CONR.sub.5 R.sub.6, orR.sub.2 represents H or an organic acid radical with 1-15 C atoms,R.sub.3 symbolizes H; C.sub.1 -C.sub.14 alkyl, C.sub.3 -C.sub.10 cycloalkyl optionally substituted singly or multiply; C.sub.6 -C.sub.10 aryl radicals, independently of one another, optionally substituted singly or multiply by halogen, phenyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, fluoromethyl, chloromethyl, trifluoromethyl, carbonyl, carboxyl or hydroxy; or a 5- to 6-membered aromatic heterocyclic ring with at least 1 heteroatom,R.sub.4 means hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.10 cycloalkyl; C.sub.6 -C.sub.10 aryl radicals optionally substituted by 1-3 halogen, phenyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, fluoromethyl, chloromethyl, trifluoromethyl, carboxyl or hydroxy; CH.sub.2 --CO--(C.sub.6 -C.sub.
    Type: Grant
    Filed: November 8, 1996
    Date of Patent: January 12, 1999
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Skuballa, Bernd Buchmann, Josef Heindl, Wolfgang Frohlich, Roland Ekerdt, Claudia Giesen
  • Patent number: 5852200
    Abstract: Cross-coupling or addition reactions of organic compounds, including acid halides, allylic halides, and .alpha.,.beta.-unsaturated carbonyl containing compounds, with organozinc compounds may be readily and safely carried out in the presence of cuprous iodide. The use of this catalyst in the coupling reaction provides for the preparation of commercially useful products in the pharmaceutical, agrochemical and other industries.
    Type: Grant
    Filed: August 22, 1996
    Date of Patent: December 22, 1998
    Assignee: Rieke Metals, Inc.
    Inventor: Reuben D. Rieke
  • Patent number: 5849750
    Abstract: Non-naturally occuring dynemicin analogs are provided, which are useful as DNA cleaving agents, cytotoxic agents, and/or anti-tumor compounds. Methods of making dynemicin analogs are also provided.
    Type: Grant
    Filed: March 5, 1997
    Date of Patent: December 15, 1998
    Assignee: California Institute of Technology
    Inventor: Andrew Gordon Myers
  • Patent number: 5847186
    Abstract: A process for producing an asymmetric compound using a metal complex containing no rare earth metal element is disclosed. The process affords an optically active compound having high optical purity. Optically active binaphthol having the chemical formula ##STR1## and lithium aluminum hydride are reacted, or the optically active binaphthol, a dialkyl aluminum hydride, and a base containing an alkali metal (or a base containing alkaline earth metal) are reacted to prepare a metal complex comprising optically active binaphthol, aluminum, and alkali metal (or alkaline earth metal). This metal complex can be used as a catalyst to perform an asymmetric Michael reaction, an asymmetric phosphonylation reaction, or the like, to obtain, in a high yield, an asymmetric compound having high optical purity.
    Type: Grant
    Filed: December 5, 1997
    Date of Patent: December 8, 1998
    Assignee: Nagase & Company, Ltd.
    Inventors: Masakatsu Shibasaki, Hiroaki Sasai, Takayoshi Arai
  • Patent number: 5827883
    Abstract: A method of using vitamin D derivatives of the formula ##STR1## wherein X is .dbd.CH.sub.2 or H,H;Y is a moiety--CH(CH.sub.3)--(A).sub.n --C(O)--OR.sup.1 (a)--CH(CH.sub.3)--CH.sub.2 --O--C(O)--R.sup.2 (b)or--C(O)--OR.sup.1 (c);A is --CH.dbd.CH-- or CH.sub.2 --CH.sub.2 --R.sup.1 is lower alkyl, cycloalkyl, cycloalkylmethyl, --CH.sub.2 R.sup.3 or --CH.sub.2 --CH.sub.2 R.sup.3 ;R.sup.2 is lower alkyl, cycloalkyl or R.sup.3 ;R.sup.3 is hydroxy-lower alkyl, hydroxy-cycloalkyl or trifluoromethyl-hydroxy-lower-alkyl;n is 0 or 1;and the dotted bond in the five membered ring is optional;in the treatment of dermatological conditions, in particular keratinization disorders such as psoriasis, as well as acne and photodamaged skin, is described.Vitamin D derivatives of the formula I above, wherein X, Y, A, R.sup.1, R.sup.2, R.sup.3 and n are as set forth above; with the proviso that X is H,H when Y is --CH(CH.sub.3)--CH.sub.2 --OC(O)--C(OH)(CH.sub.3).sub.
    Type: Grant
    Filed: July 21, 1997
    Date of Patent: October 27, 1998
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Pierre Barbier, Marc Muller, Josef Stadlwieser
  • Patent number: 5808134
    Abstract: An intermediate for the production of (3-oxo-2-oxobicyclo?3,1,0!hexan-1-yl) methanol represented by formula (II): ##STR1## selected from the group of compounds (9)-(11) as shown below, wherein R.sup.1 represents a lower alkyl group, R.sup.3 and R.sup.
    Type: Grant
    Filed: August 6, 1997
    Date of Patent: September 15, 1998
    Assignee: Ajinomoto Co., Ltd.
    Inventors: Tomoyuki Onishi, Takashi Tsuji, Toshihiro Matsuzawa
  • Patent number: 5783723
    Abstract: Dialkyl succinylsuccinates are prepared in a pure form and in high yield by reacting an alkali metal alcoholate with an excess of dialkyl succinate under anhydrous conditions followed by isolation of the di(alkali metal) salt of the dialkyl succinylsuccinate and then neutralization of the salt with acid. The resulting dialkyl succinylsuccinate is isolated or used without isolation as an intermediate in the production of quinacridone pigments. The disclosed process provides for high yields and reduced organic waste compared with known processes.
    Type: Grant
    Filed: September 24, 1996
    Date of Patent: July 21, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Colin Dennis Campbell, Damien Thurber Cole, Harold Raymond Taylor, III
  • Patent number: 5776977
    Abstract: Compounds of formula I, ##STR1## wherein the substituents R.sub.1 -R.sub.4 and a have the given meanings and show an activity against inflammatory conditions.
    Type: Grant
    Filed: August 5, 1996
    Date of Patent: July 7, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ramachandra Ganapati Naik, Vilas Narayan Mumbaikar, Rangarajan Vasumathy, Aftab Dawoodbhai Lakdawala, Mandakini Vithalrao Shirole, Bansi Lal, Jurgen Blumbach, Klaus Ulrich Weithmann, Robert Ryder Bartlett
  • Patent number: 5756820
    Abstract: This invention relates to an improved process for the preparation of 5-methylchroman-6-carboxylic acid, a useful intermediate in the preparation of chroman-containing diacylhydrazines which are useful as insecticides, by reacting a Hagemann's ester with a propargyl derivative in the presence of a base and a solvent to produce a propargyl ether, rearranging the propargyl ether by application of heat with a suitable catalyst being present, with or without a solvent, to produce a cyclic ether type compound and isomerizing the cyclic ether type compound with a catalyst in a suitable solvent to produce a chroman ester. The propargyl ethers and the cyclic ether type compounds produced by the process of the present invention are new.
    Type: Grant
    Filed: July 9, 1997
    Date of Patent: May 26, 1998
    Assignee: Rohm and Haas Company
    Inventor: Robert Eugene Hormann