Boron Containing Patents (Class 549/213)
-
Patent number: 7704752Abstract: Methods and compound useful for detecting a source of hydrogen peroxide are disclosed wherein a signalling compound of the formula: is reacted with peroxide. Sig is a non-polymeric organic group, B is a boron atom, and each R is independently selected from hydrogen, alkyl and aryl groups and can be joined together as a straight or branched alkylene chain forming a ring or as an aromatic ring. A detectable product compound of the formula Sig-OH or Sig-O? is produced and detected by measuring color, absorbance, fluorescence, chemiluminescence, or bioluminescence. The signalling compound itself does not possess the detectable property or does so only to a very weak degree. The methods can be used as a detectable signal in assays for peroxide or peroxide-producing enzymes and in assays employing enzyme-labeled specific binding pairs.Type: GrantFiled: June 23, 2008Date of Patent: April 27, 2010Assignee: Lumigen, Inc.Inventors: Hashem Akhavan-Tafti, Robert A. Eickholt, Kenneth S. Lauwers, Richard S. Handley
-
Patent number: 7696347Abstract: The present invention provides compounds which are useful as safe substitutes for the organotin reagent used in coupling reaction for the oxymethylation of aromatic rings, such as alkoxymethylation or hydroxymethylation, with a palladium catalyst and which can dispense with chromatographic purification with silica gel in the production and are suitable for mass production; and compounds applicable even to the oxymethylation of aromatic ring substrates which do not permit coupling reaction by conventional technique or have low reactivity.Type: GrantFiled: March 13, 2006Date of Patent: April 13, 2010Assignee: Eisai R&D Management Co., Ltd.Inventors: Keigo Tanaka, Satoshi Inoue, Daisuke Ito, Norio Murai, Yosuke Kaburagi, Shuji Shirotori, Shuichi Suzuki, Yoshiaki Ohashi
-
Publication number: 20100010224Abstract: The present invention provides an economically and industrially superior simple process that enables the selective production of an aromatic heterocyclic monoboron compound and aromatic heterocyclic diboron compound at a satisfactory yield and in a desired ratio by reacting an aromatic heterocyclic compound and a boron compound in a single step under mild conditions while changing only the charged ratios of the raw materials. The present invention provides a production process of a heteroaryl mono- or diboron compound comprising an aromatic heterocyclic compound and a boron compound in the form of bis(pinacolate)diboron or pinacolate diborane in the presence of a iridium-containing catalyst and a ligand such as a bipyridyl ligand.Type: ApplicationFiled: September 16, 2009Publication date: January 14, 2010Applicant: Mitsubishi Rayon Co., Ltd.Inventors: Norio MIYAURA, Tatsuo ISHIYAMA
-
Publication number: 20090325889Abstract: The present invention provides novel compounds which mimic peptides with a C-terminal penultimate proline, such compounds being useful as protease inhibitors, particularly as inhibitors of serine proteases, and more particularly as inhibitors of the NS3 serine protease from hepatitis C. The compounds find utility as antiviral agents directed at hepatitis C. The invention further provides methods of employing such inhibitors, alone or in combination with other therapeutic agents, to treat hepatitis C infection in a subject in need of such treatment.Type: ApplicationFiled: July 28, 2006Publication date: December 31, 2009Inventors: David Alan Campbell, David T. Winn, Juan Manuel Betancort, Michael E. Hepperle
-
Publication number: 20090291918Abstract: The present invention provides boronic acid compounds, boronic esters, and compositions thereof that can modulate apoptosis such as by inhibition of proteasome activity. The compounds and compositions can be used in methods of inducing apoptosis and treating diseases such as cancer and other disorders associated directly of indirectly with proteasome activity.Type: ApplicationFiled: July 1, 2009Publication date: November 26, 2009Applicant: Cephalon, Inc.Inventors: Raffaella Bernardini, Alberto Bernareggi, Paolo G. Cassara, Sankar Chatterjee, Germano D'Arasmo, Sergio De Munari, Edmondo Ferretti, Mohamed Iqbal, Ernesto Menta, Patricia A. Messina McLaughlin, Ambrogio Oliva
-
Publication number: 20090278085Abstract: The present invention relates to a borane ether complex of the formula 1, wherein R1 to R4 represent independently from each other hydrogen, C1-C4-alkyl, C3-C6-cycloalkyl or a substituent of the formula CH2OR5, wherein R5 is C1-C4-alkyl or C3-C6-cycloalkyl, or two adjacent substituents R1 to R4 together are a divalent group selected from the group consisting of —CH2CH2—, —CH(CH3)CH2—, —CH2CH2CH2—, —CH(CH3)CH(CH3)—, —CH(CH2CH3)CH2—, —C(CH3)2C(CH3)2—, —CH2C(CH3)2CH2— and —(CH2)6— to form with the —CH—CH— moiety of the tetrahydrofuran ring a cyclic structure, with the provision that at least one of the substituents R1 to R4 is not hydrogen. The invention also relates to a method of using new borane complexes with substituted tetrahydrofuran ethers for organic reactions.Type: ApplicationFiled: June 26, 2007Publication date: November 12, 2009Applicant: BASF SEInventors: Elizabeth R. Burkhardt, Alex J. Attlesey
-
Patent number: 7612218Abstract: The present invention provides an economically and industrially superior simple process that enables the selective production of an aromatic heterocyclic monoboron compound and aromatic heterocyclic diboron compound at a satisfactory yield and in a desired ratio by reacting an aromatic heterocyclic compound and a boron compound in a single step under mild conditions while changing only the charged ratios of the raw materials. The present invention provides a production process of a heteroaryl mono- or diboron compound comprising an aromatic heterocyclic compound and a boron compound in the form of bis(pinacolate)diboron or pinacolate diborane in the presence of a iridium-containing catalyst and a ligand such as a bipyridyl ligand.Type: GrantFiled: March 5, 2003Date of Patent: November 3, 2009Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Norio Miyaura, Tatsuo Ishiyama
-
Patent number: 7586015Abstract: A process is used for the preparation of 1,3,2-oxazaborolidine compounds. This process prepares compounds of formula (I) or (IA): in which: R1 is an alkyl or an aryl; and R2, R3, R4 and R5 are especially a hydrogen atom or an alkyl, wherein the following are reacted in two steps: a) a boric precursor compound with an acetal compound to give a boronate compound; and b) the boronate compound with an amino alcohol compound. This process avoids by-products and exhibits a very good stereospecificity.Type: GrantFiled: January 25, 2007Date of Patent: September 8, 2009Assignee: Zach SystemInventors: Alain Burgos, Stëphane Frein
-
Publication number: 20090131685Abstract: A method for producing functionalized CH-acidic five-ring heterocycles, the resultant five-ring heterocycles and the use thereof for producing pharmaceuticals and crop protection preparations.Type: ApplicationFiled: October 24, 2006Publication date: May 21, 2009Inventors: Ute Emmel, Peter Rittmeyer, Ulrich Wietelmann
-
Patent number: 7531526Abstract: Disclosed herein is a method for reducing the rate of degradation of proteins in an animal, comprising contacting cells of the animal with certain boronic ester and acid compounds. Also disclosed herein are novel boronic ester and acid compounds, their synthesis and uses.Type: GrantFiled: January 2, 2008Date of Patent: May 12, 2009Assignee: Millennium Pharmaceuticals, Inc.Inventors: Julian Adams, Yu-Ting Ma, Ross L. Stein, Matthew Baevsky, Louis Grenier, Louis Plamondon
-
Patent number: 7514563Abstract: A process for producing cyano substituted arene boranes is described. The compounds are useful intermediates to pharmaceutical compounds using the cyano group as a reactant.Type: GrantFiled: June 8, 2006Date of Patent: April 7, 2009Assignee: Board of Trustees of Michigan State UniversityInventors: Milton R. Smith, III, Robert E. Maleczka, Ghayoor A. Chotana
-
Publication number: 20090069567Abstract: Hafnium complexes of heterocyclic organic ligands having improved solubility in aliphatic hydrocarbon solvents and their use as components of olefin polymerization catalysts as well as novel syntheses of component parts thereof are disclosed.Type: ApplicationFiled: March 29, 2007Publication date: March 12, 2009Inventors: Paul C. Vosejpka, Harold W. Boone, Kevin A. Frazier, Carl N. Iverson
-
Publication number: 20090004485Abstract: An organic material having a 6-member ring structure represented by the following formulae (I), wherein: ring A, ring B, and ring C each include substituted or un-substituted aromatic rings comprising 6 to 60 carbon atoms, or substituted or un-substituted heteroaromatic rings comprising 4 to 60 carbon atoms, and ring A and ring C form a fused aromatic or heteroaromatic structure; X is a carbon atom, a nitrogen atom, a sulfur atom, a silicon atom, an oxygen atom, a phosphorus atom, a selenium atom, or a germanium atom.Type: ApplicationFiled: June 27, 2007Publication date: January 1, 2009Inventors: Shiying Zheng, Liang-Sheng Liao
-
Publication number: 20080275255Abstract: A stabilized borane-tetrahydrofuran complex is disclosed. Also disclosed are processes for the preparation of the borane-tetrahydrofuran complex and methods of storing and transporting the prepared complex. The borane-tetrahydrofuran complexes exhibit enhanced shelf life and increased self-accelerated decomposition temperatures.Type: ApplicationFiled: August 8, 2005Publication date: November 6, 2008Applicant: SIGMA-ALDRICH CO.Inventors: Mark C. Potyen, Kanth V. B. Josyula, Peng Gao, Christopher Dudley Hewitt
-
Publication number: 20080242534Abstract: A compound represented by the following general formula (I): [wherein R1 represents hydrogen atom, or an alkyl group, R2 represents a hydroxyalkyl group, or a triarylmethyloxyalkyl group, or R1 and R2 combine together to represent —C(R3)(R4)— (R3 and R4 represent hydrogen atom, an alkyl group, or hydroxyl group, or R3 and R4 may combine together to represent oxo group), or —C(R5)(R6)—O—C(R7)(R8)— (R5 to R8 represent hydrogen atom, an alkyl group, or hydroxyl group, or R5 and R6 may combine together to represent oxo group, and R7 and R8 may combine together to represent oxo group); Ar1 to Ar4 independently represent an aryl group (the aryl group may have 1 to 5 of the same or different substituents), *1 to *4 indicate asymmetric carbons, and configurations are cis between *1 and *2, cis between *3 and *4, and trans between *2 and *3]. An optically active phosphine ligand which can be easily synthesized and gives a transition metal complex showing superior asymmetric catalyst activity is provided.Type: ApplicationFiled: March 25, 2008Publication date: October 2, 2008Applicant: DAIICHI FINE CHEMICAL CO., LTD.Inventors: Michimasa WATANABE, Yuhki TAKEUCHI, Takahiro ISOBE, Tadashi TAKEUCHI
-
Publication number: 20080242859Abstract: The present invention provides compounds which are useful as safe substitutes for the organotin reagent used in coupling reaction for the oxymethylation of aromatic rings, such as alkoxymethylation or hydroxymethylation, with a palladium catalyst and which can dispense with chromatographic purification with silica gel in the production and are suitable for mass production; and compounds applicable even to the oxymethylation of aromatic ring substrates which do not permit coupling reaction by conventional technique or have low reactivity.Type: ApplicationFiled: March 13, 2006Publication date: October 2, 2008Applicant: Eisai R&D Management Co., LtdInventors: Keigo Tanaka, Satoshi Inoue, Daisuke Ito, Norio Murai, Yosuke Kaburagi, Shuji Shirotori, Shuichi Suzuki, Yoshiaki Ohashi
-
Publication number: 20080188671Abstract: Methods for producing furfural-4-boronic acid by the reaction of furfural acetals (I), which are substituted by halogen in position 4, with boronic acid esters or anhydrides, by the subsequent metalation of compound (I) and the simultaneous or subsequent reaction with a boronic acid ester or anhydride to form an acetal-protected furfural-4-boronic acid ester. This product is subjected to acid hydrolysis to form furfural-4-boronic acid. In the formulae: X represents chlorine, bromine or iodine; R represents a branched, unbranched and/or cyclic, optionally substituted C1-C20 alkyl group, an optionally substituted C6-C12 aryl group or an optionally substituted C3-C8 cycloalkyl group, the two groups R together can form a ring; R?, R?, R?? independently of one another represent acylic or cyclic, branched or unbranched, optionally substituted C1-C20 alkyl groups, or optionally substituted aryl groups, optionally two of the groups R?, R? and R?? together form a ring, or represent additional groups B(OR)3.Type: ApplicationFiled: May 10, 2006Publication date: August 7, 2008Inventors: Andreas Meudt, Sven Nerdinger, Michael Erbes, William Vogt
-
Patent number: 7390670Abstract: Methods and compound useful for detecting a source of hydrogen peroxide are disclosed wherein a signalling compound of the formula: is reacted with peroxide. Sig is a non-polymeric organic group, B is a boron atom, and each R is independently selected from hydrogen, alkyl and aryl groups and can be joined together as a straight or branched alkylene chain forming a ring or as an aromatic ring. A detectable product compound of the formula Sig—OH or Sig—O? is produced and detected by measuring color, absorbance, fluorescence, chemiluminescence, or bioluminescence. The signalling compound itself does not possess the detectable property or does so only to a very weak degree. The methods can be used as a detectable signal in assays for peroxide or peroxide-producing enzymes and in assays employing enzyme-labeled specific binding pairs.Type: GrantFiled: February 20, 2003Date of Patent: June 24, 2008Assignee: Lumigen, Inc.Inventors: Hashem Akhavan-Tafti, Robert A. Eickholt, Kenneth S. Lauwers, Richard S. Handley
-
Patent number: 7208612Abstract: A crystal comprising LuxP is obtained, and a binding site for autoinducer-2 (AI-2) identified. The X-ray crystallographic data for LuxP and a LuxP-AI-2 complex is determined and used in a drug discovery method. Pharmaceutical compositions comprising ligands identified by such drug discovery methods are used to treat bacterial infections.Type: GrantFiled: August 22, 2002Date of Patent: April 24, 2007Assignee: Princeton UniversityInventors: Bonnie L. Bassler, Stephan Schauder, Xin Chen, Frederick M. Hughson, Stephen R. Cooper
-
Patent number: 7153957Abstract: A method for regioselective synthesis of CCl-779 based on boronate chemistry is provided. Also provided are novel intermediates useful in this method.Type: GrantFiled: July 30, 2004Date of Patent: December 26, 2006Assignee: WyethInventors: Warren Chew, Chia-Cheng Shaw
-
Patent number: 7119080Abstract: Disclosed herein is a method for reducing the rate of degradation of proteins in an animal, comprising contacting cells of the animal with certain boronic ester and acid compounds. Also disclosed herein are novel boronic ester and acid compounds, their synthesis and uses.Type: GrantFiled: December 8, 2003Date of Patent: October 10, 2006Assignee: Millennium Pharmaceuticals, Inc.Inventors: Julian Adams, Yu-Ting Ma, Ross L. Stein, Matthew Baevsky, Louis Grenier, Louis Plamondon
-
Patent number: 7045640Abstract: 5-formyl-2-furylboronic acid is produced by a) adding a base to a composition containing a boric acid ester and 2-furaldehyde, thereby obtaining a reaction mixture and protecting the formyl group of said 2-furaldehyde with a protective group, b) working-up of the reaction mixture in an acidic medium, and c) isolating of the 5-formyl-2-furylboronic acid.Type: GrantFiled: September 17, 2003Date of Patent: May 16, 2006Assignee: Degussa AGInventors: Kai Rossen, Milan Latinovic, Martin Sarich, Peter Gardner, Simon Rowell
-
Patent number: 6982280Abstract: The present invention relates to epothilon derivatives, processes for their production and their use in the manufacture of medicaments and plant protection agents.Type: GrantFiled: May 7, 1999Date of Patent: January 3, 2006Inventors: Gerhard Hoefle, Thomas Leibold
-
Patent number: 6939985Abstract: The invention provides a process for covalently coupling organic compounds which comprises reacting an aromatic ring compound having a halogen or halogen-like substituent at a coupling position with a diboron derivative in the presence of a Group VIII metal catalyst and a suitable base. The invention also provides useful arylboron intermediates.Type: GrantFiled: March 5, 2003Date of Patent: September 6, 2005Assignee: Commonwealth Scientific and Industrial Research OrganisationInventors: Sebastian Mario Marcuccio, Mary Rodopoulos, Helmut Weigold
-
Patent number: 6933290Abstract: Disclosed are derivatives of 2-{[N-(2-amino-3-(heteroaryl or aryl)propionyl)-aminoacyl]-amino}-alkylboronic acid, processes for the preparation of such compounds, pharmaceutical preparations, and the use of such derivatives in the preparation of pharmaceutical compositions for the therapeutic treatment of warm-blooded animals, including humansType: GrantFiled: May 29, 2002Date of Patent: August 23, 2005Assignee: Novartis AGInventors: Pascal Furet, Vito Guagnano, Patricia Imbach, Marc Lang
-
Patent number: 6919463Abstract: Compounds useful for detecting a source of hydrogen peroxide are disclosed wherein a signalling compound of the formula: is reacted with peroxide. Sig is an aromatic or heteroaromatic ring group, B is a boron atom, and R5 and R6 are independently selected from hydrogen and lower alkyl groups and can be joined together as a straight or branched alkylene chain forming a five or six-membered ring. A detectable product compound of the formula Sig-OH Is produced and detected by measuring color, fluorescence, chemiluminescence, or bioluminescence. The signalling compound itself does not possess the detectable property or does so only to a very weak degree. The compounds can be used for detection in assays for peroxide or peroxide-producing enzymes and in assays employing enzyme-labeled specific binding pairs.Type: GrantFiled: June 20, 2003Date of Patent: July 19, 2005Assignee: Lumigen, Inc.Inventors: Hashem Akhavan-Tafti, Robert A. Eickholt, Kenneth S. Lauwers, Richard S. Handley
-
Patent number: 6916942Abstract: A process for the preparation of novel C-4 carbonate taxanes useful as antitumor agentsType: GrantFiled: April 19, 2004Date of Patent: July 12, 2005Assignee: Bristol-Myers Squibb CompanyInventors: John F. Kadow, Harold Mastalerz, Joydeep Kant, Qiufen May Xue, James G. Tarrant
-
Patent number: 6911551Abstract: The present invention relates to substituted boron or aluminum spiro compounds and their use in the electronic industry. The compounds of the invention are used as electron transport material, hole blocking material and/or as host material in organic electroluminescence and/or phosphorescence devices, as electron transport material in photocopiers, as electron acceptor or electron transport material in solar cells, as charge transport material in organic ICs (circuits) and in organic solid-state lasers or organic photodetectors.Type: GrantFiled: December 20, 2001Date of Patent: June 28, 2005Assignee: Covion Organic Semiconductors GmbHInventors: Philipp Stössel, Hubert Spreitzer, Heinrich Becker, Jacqueline Drott
-
Patent number: 6855848Abstract: A process for preparing bisallylboranes of the formula (I) by reacting a diene with sodium borohydride in the presence of an oxidant: in an inert solvent, with the borane generated in situ reacting selectively with the diene to form the bis(allyl)borane of the formula (I) and the substituents R1 to R6 having the following meanings: R114 R6 are H, aryl or substituted or unsubstituted C1-C4-alkyl or two radicals R may be closed to form a cyclic system. As oxidant, it is possible to use, for example, alkyl halides or dialkyl sulfates. In a particularly preferred embodiment, the diene used is 2,5-dimethylhexa-2,4-diene (R1, R2, R5, R6=methyl, R3, R4=H).Type: GrantFiled: August 28, 2003Date of Patent: February 15, 2005Assignee: Clariant GmbHInventors: Stefan Scherer, Alexei Kalinin, Victor Snieckus
-
Publication number: 20040171098Abstract: Compounds useful for detecting a source of hydrogen peroxide are disclosed wherein a signalling compound of the formula: 1Type: ApplicationFiled: June 20, 2003Publication date: September 2, 2004Inventors: Hashem Akhavan-Tafti, Robert A. Eickholt, Kenneth S. Lauwers, Richard S. Handley
-
Publication number: 20040127725Abstract: 5-formyl-2-furylboronic acid is produced by a) adding a base to a composition containing a boric acid ester and 2-furaldehyde, thereby obtaining a reaction mixture and protecting the formyl group of said 2-furaldehyde with a protective group, b) working-up of the reaction mixture in an acidic medium, and c) isolating of the 5-formyl-2-furylboronic acid.Type: ApplicationFiled: September 17, 2003Publication date: July 1, 2004Applicant: DEGUSSA AGInventors: Kai Rossen, Milan Latinovic, Martin Sarich, Peter Gardner, Simon Rowell
-
Patent number: 6756370Abstract: The invention relates to compounds of formula (I), wherein R1, R2 and A have the meanings given in claim 1, are potent 5-HT2A antagonists and are suitable for treating psychoses, schizophrenia, depression, neurological disorders, impaired memory, Parkinson's disease, amyotrophic lateral sclerosis, Alzheimer's disease, Huntington's disease, eating disorders such as bulimia and anorexia nervosa, Pre-Menstrual Syndrome and/or for positively influencing obsessive-compulsive disorders, (OCD).Type: GrantFiled: February 21, 2002Date of Patent: June 29, 2004Assignee: Merck Patent GmbHInventors: Helmut Prücher, Henning Böttcher, Karl-August Ackermann, Rudolf Gottschlich, Christoph van Amsterdam, Christoph Seyfried, Jürgen Harting, Gerd Bartoszyk, Hartmut Greiner
-
Patent number: 6747150Abstract: Disclosed herein is a method for reducing the rate of degradation of proteins in an animal comprising contacting cells of the animal with certain boronic ester and acid compounds. Also disclosed herein are novel boronic ester and acid compounds, their synthesis and uses.Type: GrantFiled: March 19, 2003Date of Patent: June 8, 2004Assignee: Millennium Pharmaceuticals, Inc.Inventors: Julian Adams, Yu-Ting Ma, Ross Stein, Matthew Baevsky, Louis Grenier, Louis Plamondon
-
Publication number: 20030220500Abstract: Novel polydioxaborines are prepared by polymerizing novel monomers that contain a dioxaborine group. Polydioxaborines are readily soluble, excellent film formers, and have semiconducting properties useful in various applications.Type: ApplicationFiled: September 3, 2002Publication date: November 27, 2003Inventors: J. Kevin Cammack, Seth R. Marder, Bernard Kippelen
-
Publication number: 20030055243Abstract: Atropisomeric energy-transfer dye compounds are disclosed. A variety of molecular biology applications utilize atropisomeric xanthene fluorescent dyes as labels for substrates such as nucleotides, nucleosides, polynucleotides, polypeptides and carbohydrates. Methods include DNA sequencing, DNA fragment analysis, PCR, SNP analysis, oligonucleotide ligation, amplification, minisequencing, and primer extension.Type: ApplicationFiled: August 21, 2002Publication date: March 20, 2003Applicant: PE Corporation (NY)Inventors: Linda G. Lee, Meng C. Taing, Barnett B. Rosenblum
-
Patent number: 6376532Abstract: The present invention provides bicyclic metabotropic glutamate receptor ligands, as well as compositions comprising such ligands, and and methods for their use.Type: GrantFiled: January 25, 2001Date of Patent: April 23, 2002Assignee: Georgetown UniversityInventors: Alan P. Kozikowski, Darryl Hugh Steensma, Werner Tueckmantel, Gian Luca Araldi
-
Patent number: 6288242Abstract: The invention relates to processes for preparing a compound of the formula and the enantiomer of said compound, wherein the benzoic acid moiety is attached at position 6 or 7 of the chroman ring, and R1, R2, and R3 are as defined herein. The invention further relates to intermediates that are useful in the preparation of the compound of formula X above.Type: GrantFiled: February 23, 2000Date of Patent: September 11, 2001Assignee: Pfizer Inc.Inventors: Anthony Piscopio, Joel M. Hawkins, Stephanie Caron, Sarah E. Kelly, Jeffrey W. Raggon, Michael J. Castaldi, Robert W. Dugger, Sally G. Ruggeri
-
Patent number: 6281154Abstract: Novel compounds having one group 13 element bound with one mono- or di-anionic tridentate ligand, a method of preparation thereof and use thereof as a copolymerization catalyst.Type: GrantFiled: October 28, 1998Date of Patent: August 28, 2001Assignees: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S), Centre National de la Recherche Scientifique (CNRS)Inventors: Guy Bertrand, Jean Bernard Cazaux, Norbert Emig, Régis Reau
-
Patent number: 6268520Abstract: Novel tricyclic compounds of formula I as defined in the specification, a process for their preparation and their use for the preparation of optically active or racemic colchicine and thiocolchicine derivatives.Type: GrantFiled: April 5, 1999Date of Patent: July 31, 2001Assignee: Hoechst Marion RousselInventors: Francis Brion, Bernadette Chappert, Christian Diolez, Christian Marie, Alain Mazurie, Michel Middendorp, Didier Pronine, Edmond Toromanoff
-
Patent number: 6090950Abstract: Novel chiral boron and aluminum hydride complexes, compositions comprising the chiral hydride complexes, and methods for their synthesis and use are described. The novel chiral hydride complexes are of the formulas:MBH.sub.4-n-a (R*).sub.n (R').sub.a ;MBH.sub.2-b (R**) (R').sub.b ;MBH(R***);MBH(R*) (R");MAlH.sub.4-n-a (R*).sub.n (R').sub.a ;MAlH.sub.2-b (R**)(R').sub.b ;MAlH(R***); andMAlH(R*) (R"),whereinM is Na.sup.+, Li.sup.+ or K.sup.+ ;each R* is independently a monodentate chiral ligand;R** is a bidentate chiral ligand;R*** is a tridentate chiral ligand;R' is a monodentate achiral ligand;R" is a bidentate achiral ligand;n is 1-3;a is 0-2; andb is 0-1,with the proviso that n+a.ltoreq.3, and with the further proviso that when R** is S-BINOL, M is not Li.sup.+.Type: GrantFiled: August 23, 1996Date of Patent: July 18, 2000Assignee: Zeeland Chemicals, Inc.Inventor: Glenn L. Heise
-
Patent number: 6083903Abstract: Disclosed herein are boronic ester and acid compounds, their synthesis and uses. More specifically, disclosed herein is a method for reducing the rate of degradation of proteins in an animal comprising contacting cells of the animal with certain boronic ester and acid compounds.Type: GrantFiled: May 16, 1995Date of Patent: July 4, 2000Assignee: LeukoSite, Inc.Inventors: Julian Adams, Yu-Ting Ma, Ross Stein, Matthew Baevsky, Louis Grenier, Louis Plamondon
-
Patent number: 6048985Abstract: A method of stabilizing borane-tetrahydrofuran complex comprises the step of maintaining the temperature of the borane-tetrahydrofuran complex at or below 20.degree. C. A method of reacting a borane reagent with a substrate comprises the steps of heating the borane reagent and the substrate in a reaction vessel and preventing escape of evolved diborane from the reaction vessel. Preferably, a reaction vessel containing a borane reagent and a substrate is maintained under at greater than atmospheric pressure with back-pressure regulation.Type: GrantFiled: December 22, 1998Date of Patent: April 11, 2000Assignee: Mine Safety Appliances CompanyInventors: Elizabeth R. Burkhardt, Joseph A. Corella, II
-
Patent number: 6037505Abstract: The anantoselective borane reduction of prochiral ketones to optically pure alcohols is effectively achieved by performing the reduction in the precence of catalytic amounts of the new and valuable oxazaborolidine compounds of formulas (I) and (II). The compounds of formulas (I) and (II) may be isolated and purified prior to use in the reduction reactions or the compounds of formulas (I) and (II) may be generated in situ.Type: GrantFiled: April 26, 1999Date of Patent: March 14, 2000Assignee: Pfizer Inc.Inventor: George Joseph Quallich
-
Patent number: 6031127Abstract: There is disclosed a process for preparing L-p-boronophenylalanine which comprises subjecting a compound represented by the formula: ##STR1## wherein Y represents a protective group selected from the group consisting of benzyloxycarbonyl group, allyloxycarbonyl group and t-butoxycarbonyl group; and Bn represents benzyl group, to hydrogenation reaction in the presence of a palladium series catalyst, and a synthetic intermediate represented by the above formula for preparing the same.Type: GrantFiled: December 22, 1998Date of Patent: February 29, 2000Assignee: Tohoku UniversityInventors: Yoshinori Yamamoto, Hiroyuki Nakamura, Masaru Fujiwara
-
Patent number: 6011180Abstract: Compounds of the formula I ##STR1## in which R.sub.1 is, for example, C.sub.1 -C.sub.20 alkyl or phenyl-C.sub.1 -C.sub.6 alkyl which radicals are unsubstitutedor substituted; R.sub.2, R.sub.3 and R.sub.4 independently of one another are phenyl or biphenyl, which radicals are unsubstituted or substituted; wherein the sum of the Hammett .sigma. constants (.SIGMA..sub..sigma.) of the substitutents on the aromatic radicals R.sub.2, R.sub.3 and R.sub.4 is between +0.36 and +2.58; R.sub.8, R.sub.9, R.sub.14, R.sub.15 and R.sub.16 are, for example, C.sub.1 -C.sub.12 alkyl, phenyl-C.sub.1 -C.sub.6 alkyl or phenyl, and G is a radical which is able to form positive ions. These compounds are suitable as photoinitiators for photopolymerizable compositions which contain acid groups, in the presence of a coinitiator if desired.Type: GrantFiled: November 21, 1996Date of Patent: January 4, 2000Inventors: Allan Francis Cunningham, Martin Kunz, Hisatoshi Kura
-
Patent number: 5990320Abstract: Optically active diphosphine ligands of the formula I, ##STR1## where: R.sup.1 is hydrogen, C.sub.1 -C.sub.10 -acyl, C.sub.1 -C.sub.10 -alkyl, C.sub.2 -C.sub.10 -alkenyl, each of which may be linear or branched, aryl, arylalkyl, in which the ring systems may be substituted in each case, ##STR2## R.sup.2, R.sup.3 independently of one another are C.sub.1 -C.sub.10 -alkyl, which may be linear or branched, aryl, arylalkyl, in which the ring systems may be substituted in each case,R.sup.4, R.sup.5, R.sup.6 independently of one another are C.sub.1 -C.sub.10 -alkyl, which may be linear or branched, aryl, arylalkyl, in which the ring systems may be substituted in each case.Type: GrantFiled: June 16, 1998Date of Patent: November 23, 1999Assignee: BASF AktiengesellschaftInventors: Gunther Helmchen, Christoph Murmann
-
Patent number: 5917075Abstract: The hydrolyzable and polymerizable silanes have the formula I, ##STR1## wherein X is hydrogen, a halogen, a hydroxy, an alkoxy group, an acyloxy oup, an alkylcarbonyl group, an alkoxycarbonyl group or --NR.sup.2.sub.2 group; wherein R.sup.Type: GrantFiled: December 22, 1997Date of Patent: June 29, 1999Assignee: Fraunhofer-Gesellschaft zur Foerderung der angewandten Forschung, e.V.Inventor: Herbert Wolter
-
Patent number: 5886196Abstract: Hydrogen bis(oxalato)borate of the formula ##STR1## is used as a protonic acid catalyst in condensation reactions, such as Friedel-Crafts condensations, vinyl ether condensations of acetals with vinyl or propenyl ethers and acylations of phenols. The products of such condensations are, for example, dihydro-vitamin K.sub.1 monobenzoate, d,l-.alpha.-tocopherol, various intermediates in the synthesis of carotenoids as well as d,l-.alpha.-tocopherol acetate. As a result of the use in accordance with the invention of hydrogen bis(oxalato)borate various disadvantages associated with the use of other protonic acid catalysts, e.g. problems with corrosion, toxicity and environmental contamination, are avoided. The novel catalyst has advantages with respect to selectivity, yields, amounts required as well as working up after completion of the respective condensation.Type: GrantFiled: December 18, 1996Date of Patent: March 23, 1999Assignee: Roche Vitamins Inc.Inventor: Claude Furbringer
-
Patent number: 5705704Abstract: Novel tricyclic compounds of formula I as defined in the specification, a process for their preparation and their use for the preparation of optically active or racemic colchicine and thiocolchicine derivatives.Type: GrantFiled: March 1, 1996Date of Patent: January 6, 1998Assignee: Roussel UclafInventors: Francis Brion, Bernadette Chappert, Christian Diolez, Christian Marie, Alain Mazurie, Michel Middendorp, Didier Pronine, Edmond Toromanoff
-
Patent number: 5705689Abstract: A family of aza-ether based compounds including linear, multi-branched and aza-crown ethers is provided. When added to non-aqueous battery electrolytes, the family of aza-ether based compounds acts as neutral receptors to complex the anion moiety of the electrolyte salt thereby increasing the conductivity and the transference number of Li.sup.+ ion in alkali metal batteries.Type: GrantFiled: June 19, 1995Date of Patent: January 6, 1998Assignee: Associated Universities, Inc.Inventors: Hung Sui Lee, Xiao-Qing Yang, James McBreen