Bicyclo Ring System Patents (Class 568/374)
  • Patent number: 7704933
    Abstract: The present invention relates to a new class of compound, ?-decalones with a 2,3,8a-trimethyl substitution, which are valuable perfuming ingredients of the woody type. The present invention also concerns the use of these compounds in the perfumery industry as well as the compositions or articles containing these compounds.
    Type: Grant
    Filed: September 5, 2006
    Date of Patent: April 27, 2010
    Assignee: Firmenich SA
    Inventors: Robert Moretti, Olivier Etter
  • Patent number: 7678749
    Abstract: The present invention is directed to the fragrance compounds and their intermediates and a method of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount wherein the dotted line represents a possible single or double bond; wherein R is equal to a C3-C7 hydrocarbon moieties R1 and R2 together can be selected from the group consisting of oxygen and may form a closed ring structure represented by
    Type: Grant
    Filed: December 17, 2007
    Date of Patent: March 16, 2010
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Adam Closson, Michael G. Monteleone
  • Publication number: 20100056621
    Abstract: The present invention relates to agonists of the hTAS2R14 bitter taste receptor and its role in bitter taste transduction. The invention also relates to assays for screening molecules that modulate, e.g. suppress or block hTAS2R14 bitter taste transduction or bitter taste response.
    Type: Application
    Filed: April 20, 2005
    Publication date: March 4, 2010
    Applicant: Deutsches Institut fur Ernahrungsforschung
    Inventors: Maik Behrens, Anne Brockhoff, Bernd Bufe, Christina Kuhn, Wolfgang Meyerhof, Marcel Winnig
  • Patent number: 7618934
    Abstract: The present invention relates to certain ?-decalone derivatives which can impart useful odor notes of the pheromone or costus type. The present invention concerns the use of the compounds in the perfumery industry to impart such odor notes as well as to the compositions or articles that contain these compounds.
    Type: Grant
    Filed: January 18, 2007
    Date of Patent: November 17, 2009
    Assignee: Firmenich SA
    Inventor: Christian Chapuis
  • Publication number: 20090258427
    Abstract: The invention relates to a method and reagent mixture for the staining and thus visualisation of amino acids, peptides and similar compounds, in particular after separation by means of thin-layer chromatography. The staining is carried out using NIN-HYDRIN for the detection of amino acids, peptides or proteins in combination with at least one ionic liquid.
    Type: Application
    Filed: July 3, 2007
    Publication date: October 15, 2009
    Applicant: MERCK PATENT GMBH
    Inventors: Michael Schulz, Heinz-Emil Hauck
  • Publication number: 20090216015
    Abstract: The present invention relates to novel base stable ionic liquids and uses thereof as solvents in chemical reactions, especially base catalysed chemical reactions and reactions comprising the use of strong basis.
    Type: Application
    Filed: January 4, 2006
    Publication date: August 27, 2009
    Applicant: The Queen's University of Belfast
    Inventors: Martyn J. Earle, Ute Frohlich, Susanne Huq, Suhas Katdare, Rafal Marcin Lukasik, Ewa Bogel, Natalia Vladimirovna Plechkova, Kenneth Richard Seddon
  • Patent number: 7569732
    Abstract: A process of preparation of cis-2-acetyl-1,2,3,4,5,6,7,8-octahydro-1,2,8,8-tetramethylnaphthalene (“?-Georgywood”) from cis-1-[1,2-dimethyl-4(4-methyl-pent-3-enyl)-cyclohex-3-enyl]-ethanone (“?-Georgywood”), comprising the reaction of ?-Georgywood with more than one molar equivalent of a Lewis acid. The method allows the preparation of isomeric mixtures that contain a much higher proportion of the olfactorily-desirable ?-Georgywood than was previously possible.
    Type: Grant
    Filed: February 16, 2006
    Date of Patent: August 4, 2009
    Assignee: Givaudan SA
    Inventor: Fridtjof Schröder
  • Publication number: 20090192330
    Abstract: To provide a novel polymerizable fluorocompound having a highly fluorinated norbornane structure, and a polymer obtained from the compound. Further, their production processes and a novel intermediate useful for the processes. A novel compound (1) such as a compound (11) or a compound (12), and its polymer. A compound (2) such as a compound (21) or (22), and a compound (3) such as a compound (31) or (32M), which are useful as an intermediate for the production of the compound (1), and its production process. However, each of ZA to ZE represents such as —CH(—OC(O)C(CH3)?CH2)— or —CF2, Each of WA and WB represents such as F, each of YA to YE represents such as —CH(—OH)— or —CF(CH2OH), and each of XA to XE represents such as —C(O)— or —CF2—.
    Type: Application
    Filed: January 12, 2009
    Publication date: July 30, 2009
    Applicant: ASAHI GLASS COMPANY, LIMITED
    Inventors: Yasuhisa MATSUKAWA, Daisuke SHIRAKAWA, Eisuke MUROTANI, Naoko SHIROTA, Yoko TAKEBE
  • Patent number: 7547697
    Abstract: Compounds of formula (I): as well as pharmaceutically acceptable salts and esters thereof for use as pharmaceutical compositions.
    Type: Grant
    Filed: July 2, 2007
    Date of Patent: June 16, 2009
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Kurt Amrein, Daniel Hunziker, Bernd Kuhn, Werner Neidhart, Alexander V. Mayweg
  • Publication number: 20090062401
    Abstract: The present invention relates to compounds having a decaline scaffold, pharmaceutically acceptable salts of these compounds and pharmaceutical compositions containing at least one of these compounds together with pharmaceutically acceptable carrier, excipient and/or diluents. Said decaline-derived compounds can be used for prophylaxsis and/or treatment of diabetes mellitus type I, diabetes mellitus type II, tuberculosis and other infectious diseases, proliferative diseases, cancer, neurodegenerative diseases, obesity, cognitive dysfunctions and metabolic syndromes.
    Type: Application
    Filed: December 28, 2005
    Publication date: March 5, 2009
    Applicants: UNIVERSITAT DORTMUND, MAX-PLANCK-GESELLSCHAFT ZUR FODERUNG DER WISSENSCHAFTEN E.V., UNIVERSITAT BERN
    Inventors: Alex Odermatt, Herbert Waldmann, Michael Scheck, Marcus A. Koch
  • Patent number: 7485668
    Abstract: The present invention is directed to novel cyclopropanated macrocyclic ketone and lactone compounds of the general formula wherein X is an atom or a functional group selected from the group consisting of O, N, S, CH, or CH2; wherein Y is a straight or branched hydrocarbon moiety consisting of 1 to 20 carbon atoms; wherein W is a straight or branched hydrocarbon moiety of consisting of 1 to 20 carbon atoms; and wherein O is an oxygen atom; and the use of these novel compounds in creating fragrances, and scents in items such as perfumes, colognes and personal care products.
    Type: Grant
    Filed: March 22, 2006
    Date of Patent: February 3, 2009
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anubhav P. S. Narula, Edward Mark Arruda, Franc T. Schiet
  • Patent number: 7482380
    Abstract: The present invention is directed to novel cyclopropanated macrocyclic ketone and lactone compounds of the general formula wherein X is an atom or a functional group selected from the group consisting of O, N, S, R—CH, CH2 and wherein R is a C1-C3 alkyl group; a wherein Y and W independently represent is a linear or branched alkyl or alkenyl group, possibly substituted, consisting of less than 10 and preferably less than 7 carbon atoms; and wherein O is an oxygen atom; and the use of these novel compounds in creating fragrances, and scents in items such as perfumes, colognes and personal care products.
    Type: Grant
    Filed: February 13, 2007
    Date of Patent: January 27, 2009
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anubhav P. S. Narula, Edward Mark Arruda, Franc T. Schiet
  • Publication number: 20080280809
    Abstract: The present invention relates to certain ?-decalone derivatives which can impart useful odor notes of the pheromone or costus type. The present invention concerns the use of the compounds in the perfumery industry to impart such odor notes as well as to the compositions or articles that contain these compounds.
    Type: Application
    Filed: January 18, 2007
    Publication date: November 13, 2008
    Inventor: Christian Chapuis
  • Publication number: 20080274927
    Abstract: The present invention relates to substituted bicyclo[3.3.1]nonanes and bicyclo[3.3.1]nonenes of formula (I) wherein R, and R1 to R5 have the same meaning as described in the specification.
    Type: Application
    Filed: January 14, 2005
    Publication date: November 6, 2008
    Applicant: GIVAUDAN SA
    Inventors: Thierry Granier, Andreas Hanhart, Jerzy A. Bajgrowicz
  • Publication number: 20080214419
    Abstract: The present invention relates to a 5,5,8a-trimethyl-naphthalenone derivative which is a useful perfuming ingredient. Furthermore, the present invention concerns also the compositions or articles containing this compound.
    Type: Application
    Filed: June 29, 2006
    Publication date: September 4, 2008
    Inventors: Charles Fehr, Iris Farris
  • Publication number: 20080214433
    Abstract: The present invention relates to a new class of compound, ?-decalones with a 2,3,8a-trimethyl substitution, which are valuable perfuming ingredients of the woody type. The present invention also concerns the use of these compounds in the perfumery industry as well as the compositions or articles containing these compounds.
    Type: Application
    Filed: September 5, 2006
    Publication date: September 4, 2008
    Applicant: FIREMENICH SA
    Inventors: Robert Moretti, Olivier Etter
  • Publication number: 20080114189
    Abstract: A process of preparation of cis-2-acetyl-1,2,3,4,5,6,7,8-octahydro-1,2,8,8-tetramethylnaphthalene (“?-Georgywood”) from cis-1-[1,2-dimethyl-4(4-methyl-pent-3-enyl)-cyclohex-3-enyl]-ethanone (“?-Georgywood”), comprising the reaction of ?-Georgywood with more than one molar equivalent of a Lewis acid. The method allows the preparation of isomeric mixtures that contain a much higher proportion of the olfactorily-desirable ?-Georgywood than was previously possible.
    Type: Application
    Filed: February 16, 2006
    Publication date: May 15, 2008
    Applicant: GIVAUDAN SA
    Inventor: Fridtjof Schroder
  • Patent number: 7253141
    Abstract: The present invention discloses keto derivatives of 5,5,6,7,8,8-hexamethyl-hexahydronaphthalene or keto-epoxy derivatives of 5,5,6,7,8,8-hexamethyl-octahydronaphthalene which are useful perfuming ingredients having a musky-earthy character.
    Type: Grant
    Filed: April 27, 2006
    Date of Patent: August 7, 2007
    Assignee: Firmenich SA
    Inventor: Charles Fehr
  • Patent number: 7230033
    Abstract: Compositions and methods for controlling an arthropod pest population that include an eremophilane sesquiterpene pest control agent (such as, nootkatone or 13-hydroxy-valencene) and a dialkyl-substituted phenol pest control agent (such as, carvacrol) are disclosed. The compounds present in the compositions may be isolated from natural sources, semi-synthesized from naturally occurring compounds, or completely synthesized. The pest control compositions may be applied directly to a pest or the locus of a pest, and function as topical or ingestible pest toxins.
    Type: Grant
    Filed: April 26, 2005
    Date of Patent: June 12, 2007
    Assignees: United States of America as represented by the Secretary of the Department of Health and Human Services, Center for Disease Control and Prevention, State of Oregon Acting by and Through the State Board of Higher Education on Behalf of Oregon State University
    Inventors: Marc C. Dolan, Nicholas A. Panella, E. B. Gabrielle Dietrich, Joseph J. Karchesy, Gary O. Maupin
  • Patent number: 7189881
    Abstract: The present invention is directed to novel cyclopropanated macrocyclic ketone and lactone compounds of the general formula wherein X is an atom or a functional group selected from the group consisting of O, N, S, CH, or CH2; wherein Y is a straight or branched hydrocarbon moiety consisting of 1 to 20 carbon atoms; wherein W is a straight or branched hydrocarbon moiety of consisting of 1 to 20 carbon atoms; and wherein O is an oxygen atom; and the use of these novel compounds in creating fragrances, and scents in items such as perfumes, colognes and personal care products.
    Type: Grant
    Filed: April 14, 2005
    Date of Patent: March 13, 2007
    Assignee: International Flavors & Fragrances, Inc.
    Inventors: Anubhav P. S. Narula, Edward Mark Arruda, Franc T. Schiet
  • Patent number: 7179943
    Abstract: Bicyclic amide derivatives of formula (I) or tautomers or pharmaceutically acceptable salts thereof or both are provided: Also provided are processes for preparing the bicyclic amide derivatives as well as pharmaceutical compositions containing the same and therapeutic uses. The bicyclic amide derivatives are useful for treating a variety of conditions associated with the abnormal modulation of one or more Kv1.1 voltage-gated potassium channels.
    Type: Grant
    Filed: June 13, 2005
    Date of Patent: February 20, 2007
    Assignee: Wyeth
    Inventors: Wayne E. Childers, Jerome C. Wu, Callain Y. Kim, Edward J. Podlesny
  • Patent number: 7129271
    Abstract: Compounds, compositions, and methods that employ an eremophilane sesguiterpene are presented for controlling an arthropod pest population. The compounds have minimal adverse or toxic effects on humans, non-human animals, and the natural environment. The compounds may be isolated from natural sources, semi-synthesized from naturally occurring compounds, or completely synthesized. The compounds may be applied directly to a pest or the locus of a pest, and function as topical or ingestible toxins. Eremophilane sesguiterpenes 13-hydroxy-valencene, valencene-11,12-epoxide, valencene-13-aldehyde, and nootkatone-1,10-11,12-diepoxide are exemplary compounds.
    Type: Grant
    Filed: December 7, 2001
    Date of Patent: October 31, 2006
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Gary O. Maupin, Joseph Karchesy, Nicholas A. Panella, Marc C. Dolan
  • Patent number: 7112700
    Abstract: An inexpensive, stereoselective synthesis for nootkatone, tetrahydronootkatone, and their derivatives is disclosed. The starting materials used in the synthesis are inexpensive. The principal starting material, (?)-?-Pinene, is on the GRAS list (generally recognized as safe).
    Type: Grant
    Filed: April 14, 2005
    Date of Patent: September 26, 2006
    Assignee: Board of Supervisors of Louisiana State University and Agricultural and Mechanical College
    Inventors: Anne M. Sauer, William E. Crowe, Roger A. Laine, Gregg Henderson
  • Patent number: 7019150
    Abstract: 1-Deoxybaccatin III, 1-deoxytaxol and 1-deoxy taxol analogs and method for the preparation thereof.
    Type: Grant
    Filed: August 7, 2003
    Date of Patent: March 28, 2006
    Assignee: Florida State University
    Inventors: Robert A. Holton, Suhan Tang, Feng Liang, Carmen Somoza
  • Patent number: 6987193
    Abstract: The present invention provides illudin analogs of the general formula (I): where R1 is (CH2)n—X—Y or H; n is 0 to 4; X is O or S or N or absent; and Y is an optionally substituted (C1-C8)alkyl, (C6-C10)aryl, (C6-C10)aryl(C1-C4)alkyl or cyclo(C3-C6)alkyl optionally comprising one or more heteroatoms; a monosaccharide, an amino acid residue, or H when n is 2-4; R2 is absent; or R1 and R2 together comprise a 5-7 membered cyclic ring; R3 is (C1-C4)alkyl or H; R4 is H, SCH2CO2 (C1-C4)alkyl, O—(C5-C12)aryl or —S—(C5-C12)aryl; R5 is H, OH or absent; R6 is (C1-C4)alkyl or absent; R7 is OH or OSi((C1-C4)alkyl)3; or R6 and R7 together are ethylenedioxy; R8 is optionally substituted (C1-C4)alkyl; and the bonds represented by ----- are individually present or absent. The invention further provides dimers comprising analogs of formula (I).
    Type: Grant
    Filed: October 27, 2003
    Date of Patent: January 17, 2006
    Assignee: The Regents of the University of California
    Inventors: Trevor C. McMorris, Michael J. Kelner
  • Patent number: 6982354
    Abstract: A method of preparing a polycyclic compound containing a ketone functionality comprising: reacting a mixture comprising a catalyst, a reactant compound and an amount of water greater than or equal to 3 weight percent (wt %) based on the weight of the reactant compound; wherein said catalyst comprises nickel and base and said reactant compound comprises at least two fused rings, A and B wherein ring A is a saturated ring or ring system having 5 to 7 cyclic carbons and substituted with a hydroxyl functionality and ring B is a non-aromatic unsaturated ring having 5 to 6 cyclic carbons; and converting the hydroxyl functionality of ring A to a ketone functionality and non-aromatic unsaturated ring B to a saturated ring.
    Type: Grant
    Filed: February 2, 2004
    Date of Patent: January 3, 2006
    Assignee: General Electric Company
    Inventors: Jegadeesh Thampi, Umesh Krishna Hasyagar, Anju S. Shukla, Pramod Kumbhar
  • Patent number: 6943272
    Abstract: The invention concerns a novel compounds of formula (I), wherein the dotted line bond is present or not, and wherein R1 represents: when the dotted line bond is present —CHCH3OH or —CHCH3OCOR or —CHCH3XCH2CHOHR? or —CHCH3OCHR?CH2OH or formula (II) when the dotted line bond is absent —CHCH3OH or —CHCH3OCOR or —COCH3 or formula (II) or —CHCH3XCH2CHOHR? or —CH2CH2XCH2CHOHR? or —CHCH3OCHR?CH2OH or —CHCHCOR? or —CH2CH2CHR?OH or —CH2CH2CHR?OCOR or CHCHCHOHR? or —CHCHCHR?OCOR, wherein R represents H, Me, Et, Pr, isoPr, But, isoBut, CH3CH2)4, (CH3)2CHCH2, CH2CH, (CH3)2CCH, and R? represents H, Me or Et, and X represents O, N or S, and their preparation method. Because of their fragrance, said compounds are highly interesting for the perfume industry, for cosmetic and care products.
    Type: Grant
    Filed: October 23, 2002
    Date of Patent: September 13, 2005
    Assignee: V. Mane Fils
    Inventors: Jean Mane, Jean-Jacques Chanot, Fabrice Le Borgne, Martin Schroeder
  • Patent number: 6914027
    Abstract: The present invention relates to a catalyst composition and a method for making the catalyst composition of a polymerization catalyst and a static charge modifier. The invention is also directed to the use of the catalyst composition in the polymerization of olefin(s). In particular, the polymerization catalyst system is supported on a carrier. More particularly, the polymerization catalyst comprises a bulky ligand metallocene-type catalyst system.
    Type: Grant
    Filed: December 1, 2000
    Date of Patent: July 5, 2005
    Assignee: Univation Technologies, LLC
    Inventors: Brant Patrick, Michael Elroy Muhle, Matt Kuchta
  • Patent number: 6753127
    Abstract: Disclosed is an norbornene-based copolymer for photoresist, a preparation method thereof, and a photoresist composition comprising the same. The copolymer of the present invention exhibits high transparency to light of 193 nm wavelength and an excellent etching resistance, excellent resolution due to the remarkable difference between light-exposed part and light-unexposed part in the dissolving rate and excellent adhesion to the substrate due to very hydrophilic diketone group of its own. As a result, the copolymer of the present invention is very useful as ArF exposure photoresist material in the fabrication of semiconductor devices.
    Type: Grant
    Filed: September 19, 2002
    Date of Patent: June 22, 2004
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Eun Sil Han, Bong Seok Moon, Jung Han Shin, Ouck Han
  • Patent number: 6753448
    Abstract: The present invention provides compounds represented by formulas 1a and 1b′; and photoresist polymers derived from the same. The present inventors have found that photoresist polymers derived from compounds of formulas 1a, 1b, or mixtures thereof, having an acid labile protecting group have excellent durability, etching resistance, reproducibility, adhesiveness and resolution, and as a result are suitable for lithography processes using deep ultraviolet light sources such as KrF, ArF, VUV, EUV, electron-beam, and X-ray, which can be applied to the formation of the ultrafine pattern of 4G and 16G DRAMs as well as the DRAM below 1G: where R1, R2 and R3 are those defined herein.
    Type: Grant
    Filed: December 26, 2002
    Date of Patent: June 22, 2004
    Assignee: Hyundai Electronics Industries Co., Ltd.
    Inventors: Geun Su Lee, Jae Chang Jung, Ki Ho Baik
  • Publication number: 20040110991
    Abstract: Described are polyalkylbicylic chemical derivatives for use a fragrance ingredients having the generic structure: 1
    Type: Application
    Filed: September 26, 2003
    Publication date: June 10, 2004
    Inventors: Anubhav P.S. Narula, Edward Mark Arruda
  • Publication number: 20040082662
    Abstract: The present invention relates to compounds of the formula (I) 1
    Type: Application
    Filed: July 31, 2003
    Publication date: April 29, 2004
    Applicant: Aventis Pharma Deutschland Gmbh
    Inventors: Matthias Schiell, Michael Kurz, Sabine Haag-Richter
  • Patent number: 6717017
    Abstract: The present invention provides a method of synthesizing compounds of formula (I) or (II): wherein R1 is hydrogen, R′ is (C1-C4)alkyl and X is a hydroxyl protecting group.
    Type: Grant
    Filed: August 30, 2002
    Date of Patent: April 6, 2004
    Assignee: The Regents of the University of California
    Inventor: Trevor C. McMorris
  • Patent number: 6703507
    Abstract: The invention relates to novel ionic liquids and to the production and use thereof. The novel ionic liquids are salts of sulphonated or carboxylated triesters of phosphorous acid as the anionic component and ammonium ions, which can be substituted with organic radicals, as the cationic component.
    Type: Grant
    Filed: October 16, 2001
    Date of Patent: March 9, 2004
    Assignee: Celanese Chemicals Europe GmbH
    Inventors: Helmut Bahrmann, Hans Bohnen
  • Publication number: 20040029976
    Abstract: 1-Deoxybaccatin III, 1-deoxytaxol and 1-deoxy taxol analogs and method for the preparation thereof.
    Type: Application
    Filed: August 7, 2003
    Publication date: February 12, 2004
    Applicant: Florida State University
    Inventors: Robert A. Holton, Suhan Tang, Feng Liang, Carmen Somoza
  • Patent number: 6639105
    Abstract: The present invention provides illudin analogs of the general formula (I): where R1 is (CH2)n—X—Y or H; n is 0 to 4; X is O or S or N or absent; and Y is an optionally substituted (C1-C8)alkyl, (C6-C10)aryl, (C6-C10)aryl(C1-C4)alkyl or cyclo(C3-C6)alkyl optionally comprising one or more heteroatoms; a monosaccharide, an amino acid residue, or H when n is 2-4; R2 is absent; or R1 and R2 together comprise a 5-7 membered cyclic ring; R3 is (C1-C4)alkyl or H; R4 is H, SCH2CO2 (C1-C4)alkyl, O—(C5-C12)aryl or —S—(C5-C12)aryl; R5 is H, OH or absent; R6 is (C1-C4)alkyl or absent; R7 is OH or OSi((C1-C4)alkyl)3; or R6 and R7 together are ethylenedioxy; R8 is optionally substituted (C1-C4)alkyl; and the bonds represented by—are individually present or absent. The invention further provides dimers comprising analogs of formula (I).
    Type: Grant
    Filed: April 29, 2002
    Date of Patent: October 28, 2003
    Assignee: The Regents of the University of California
    Inventors: Trevor C. McMorris, Michael J. Kelner
  • Patent number: 6630609
    Abstract: A process for the preparation of a composition having the formula: in which a compound having the formula: is treated with a base and a silylating agent.
    Type: Grant
    Filed: July 16, 2002
    Date of Patent: October 7, 2003
    Assignee: Florida State University
    Inventors: Robert A. Holton, Phong Vu, Tawfik Gharbaoui, Vincent Reboul
  • Publication number: 20030118933
    Abstract: Disclosed is an norbornene-based copolymer for photoresist, a preparation method thereof, and a photoresist composition comprising the same. The copolymer of the present invention exhibits high transparency to light of 193 nm wavelength and an excellent etching resistance, excellent resolution due to the remarkable difference between light-exposed part and light-unexposed part in the dissolving rate and excellent adhesion to the substrate due to very hydrophilic diketone group of its own. As a result, the copolymer of the present invention is very useful as ArF exposure photoresist material in the fabrication of semiconductor devices.
    Type: Application
    Filed: September 19, 2002
    Publication date: June 26, 2003
    Inventors: Eun Sil Han, Bong Seok Moon, Jung Han Shin, Ouck Han
  • Patent number: 6545186
    Abstract: Improved, safe process for the purification of ketones obtained by ozonolysis and subsequent reduction of the corresponding terpenes, in which, after the ozonolysis and reduction of acyclic mono-, bi- or tricyclic terpenes with ozonizable double bonds, converting the resulting corresponding crude ketone into a high-purity ketone by means of steam distillation at atmospheric pressure or at reduced pressure, extraction of the steam distillate and subsequent distillation.
    Type: Grant
    Filed: December 12, 2001
    Date of Patent: April 8, 2003
    Assignee: DSM Fine Chemicals Austria Nfg GmbH & Co., KG
    Inventors: Karlheinz Giselbrecht, Josef Schaller, Rudolf Hermanseder, Klaus Reiter
  • 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: 6380403
    Abstract: The present invention provides illudin analogs of the general formula (I): where R1 is (CH2)n—X—Y or H; n is 0 to 4; X is O or S or N or absent; and Y is an optionally substituted (C1-C8)alkyl, (C6-C10)aryl, (C6-C10)aryl(C1-C4)alkyl or cyclo(C3-C6)alkyl optionally comprising one or more heteroatoms; a monosaccharide, an amino acid residue, or H when n is 2-4; R2 is absent; or R1 and R2 together comprise a 5-7 membered cyclic ring; R3 is (C1-C4)alkyl or H; R4 is H, SCH2CO2 (C1-C4)alkyl, O—(C5-C12)aryl or —S—(C5-C12)aryl; R5 is H, OH or absent; R6 is (C1-C4)alkyl or absent; R7 is OH or OSi((C1-C4)alkyl)3; or R6 and R7 together are ethylenedioxy; R8 is optionally substituted (C1-C4)alkyl; and the bonds represented by ----- are individually present or absent. The invention further provides dimers comprising analogs of formula (I).
    Type: Grant
    Filed: February 9, 2000
    Date of Patent: April 30, 2002
    Assignee: Regents of the University of California
    Inventors: Trevor C. McMorris, Michael J. Kelner
  • Patent number: 6376717
    Abstract: The present invention provides a method for preparing astaxanthin from zeaxanthin. Specifically, the present invention provides a method for said conversion using a halogenating agent with the salt of chloric or bromic acid in an inert solvent.
    Type: Grant
    Filed: March 19, 2001
    Date of Patent: April 23, 2002
    Assignee: Prodemex, S.A. de C.V.
    Inventors: George C. Schloemer, Jeffery L. Davis
  • Patent number: 6372946
    Abstract: A method of preparing &bgr;-carotene derivatives such as canthaxanthin and astaxanthin is described. The method employs an in situ system to generate hypobromous acid as the oxidizing agent using a salt of sulfite, hydrogen sulfite or bisulfite in combination with a bromate salt. Astaxanthin and canthaxanthin are obtained in good yield with a significantly reduced reaction time.
    Type: Grant
    Filed: September 13, 2001
    Date of Patent: April 16, 2002
    Assignee: Prodemex, S.A. DE C.V.
    Inventors: George C. Schloemer, Danuta A. Schloemer, Jeffery L. Davis
  • Patent number: 6284929
    Abstract: The invention relates to compounds of the general formula in which R1 to R7 are, independently, H, methyl or ethyl, R8+R9 together form methylene (—CH2—) or a single bond, or R1+R2 together form —(CH2)n—, with n being 3 or 4, or R3+R5 or R5+R7 represent methylene or a single bond; and the presence of at least one cyclopropane ring in the molecule is compulsory and the side chain can be saturated or contains one double bond in position &agr;,&bgr; or &bgr;,&ggr;, a process for the manufacture of these compounds, compounds used to perform the process and the use of these compounds as an odorant or as an ingredient of an odorant composition.
    Type: Grant
    Filed: October 5, 2000
    Date of Patent: September 4, 2001
    Assignee: Givaudan Roure (International) SA
    Inventors: Jerzy A. Baigrowicz, Georg Frater
  • Patent number: 6278026
    Abstract: The synthesis of taxol and other tricyclic and tetracyclic taxanes.
    Type: Grant
    Filed: June 15, 1999
    Date of Patent: August 21, 2001
    Assignee: Florida State University
    Inventors: Robert A. Holton, Carmen Somoza, Hyeong Baik Kim, Mitsuru Shindo, Ronald J. Biediger, P. Douglas Boatman, Chase Smith, Feng Liang, Krishna Murthi
  • Patent number: 6242413
    Abstract: The invention relates to bicyclic aldehydes and ketones of formula (I): wherein n is 1 or 2; R1 and R4 are independently H or CH3; and R2 and R3 are independently H, CH3 or CH2CH3 The invention also provides odorant compositions containing at least one compound of formula (I). A process for the manufacture of R1-methyl substituted compounds of formula (I) having a bridgehead-positioned double bond, as well as intermediates thereof is also provided.
    Type: Grant
    Filed: June 2, 1999
    Date of Patent: June 5, 2001
    Assignee: Givaudan Roure (International) S.A.
    Inventors: Georg Frater, Philip Kraft
  • Patent number: 6235943
    Abstract: The invention relates to compounds of the general formula in which R1 to R7 are, independently, H, methyl or ethyl, R8+R9 together form methylene (—CH2—) or a single bond, or R1+R2 together form —(CH2)n—, with n being 3 or 4, or R3+R5 or R5+R7 represent methylene or a single bond; and the presence of at least one cyclopropane ring in the molecule is compulsory and the side chain can be saturated or contains one double bond in position &agr;,&bgr; or &bgr;,&ggr;, a process for the manufacture of these compounds, compounds used to perform the process and the use of these compounds as an odorant or as an ingredient of an odorant composition.
    Type: Grant
    Filed: October 5, 2000
    Date of Patent: May 22, 2001
    Assignee: Givaudan Roure (International) SA
    Inventors: Jerzy A. Bajgrowicz, Georg Frater
  • Patent number: 6191312
    Abstract: A process for preparing a bicyclooctanone, in particular 1,5-dialkylbicyclo[3.2.1]octan-8-one, by reacting a bicyclooctanol, in particular dialkylbicyclo[3.2.1]octan-8-ol, with a. a catalyst applied to an active-carbon support and comprising heteropolyoxometallate anions of vanadium, molybdenum and phosphorus, and also a corresponding alkali-metal, alkaline-earth-metal and/or ammonium counter ion, and b. a gaseous, oxygen-containing oxidizing agent.
    Type: Grant
    Filed: August 3, 1999
    Date of Patent: February 20, 2001
    Assignee: Aventis Research & Technologies GmbH & Co. KG
    Inventors: Alfred Hagemeyer, Rolf Peter Schulz, Harald Werner, Uwe Dingerdissen, Klaus Kühlein, Heinz Alexander
  • Patent number: 6184419
    Abstract: The present invention relates to new &agr;,&bgr;-unsaturated ketones of formula I. The new compounds exhibit an intense, very long lasting green galbanum-type odor with fruity undertones. Compositions containing these novel compounds are also provided.
    Type: Grant
    Filed: May 10, 2000
    Date of Patent: February 6, 2001
    Assignee: Givaudan Roure (International) SA
    Inventors: Katja Berg-Schultz, Jerzy A. Bajgrowiecz
  • Patent number: 6177586
    Abstract: The starting materials for a production process of a vitamin D3 derivative are disclosed, e.g., a cyclopentene derivative represented by the formula (1-2): wherein R11 is a hydrogen atom, tri(C1 to C7 hydrocarbon) silyl group, C2 to C7 acyl group, group forming an acetal bond together with an oxygen atom of a hydroxyl group, and X1 is a bromine or iodine atom; and a heptanoic acid derivative represented by the formula (2-4): wherein X2 is a bromine atom or iodine atom.
    Type: Grant
    Filed: June 8, 1999
    Date of Patent: January 23, 2001
    Assignee: Teijin Limited
    Inventors: Masayasu Tabe, Atsuo Hazato, Kenji Manabe, Qinqzhi Gao, Hiroko Tanaka