Processes Patents (Class 549/513)
  • Patent number: 7569709
    Abstract: Heterocycles, e.g., epoxides, are carbonylated at low pressure with high percentage conversion to cyclic, ring expanded products using the catalyst where L is tetrahydrofuran (THF).
    Type: Grant
    Filed: February 13, 2007
    Date of Patent: August 4, 2009
    Assignee: Cornell Research Foundation, Inc.
    Inventors: Geoffrey W. Coates, John Kramer
  • Publication number: 20090176895
    Abstract: Multi-tubular reactors for fluid processing incorporate reactor tubes containing thermally conductive monolithic catalyst structures with relative dimensions and thermal expansion characteristics effective to establish both a non-interfering or slidably interfering fit between the monolith structures and the reactor tubes at selected monolith mounting temperatures, and geometries at reactor operating temperatures such that the operating gaps between tubes and monoliths under the conditions of reactor operation do not exceed about 250 ?m over tube sections where high heat flux to or from the monoliths is required.
    Type: Application
    Filed: March 16, 2009
    Publication date: July 9, 2009
    Inventors: Jeffrey M. Amsden, Gildas Boulc'h, Achim K. Heibel, Neil E. Partridge
  • Patent number: 7557227
    Abstract: A process for producing hexafluoropropylene oxide, which comprises contacting a reaction product containing hexafluoropropylene oxide obtained by reacting hexafluoropropylene with oxygen, with at least one adsorbent selected from activated carbon and the following metal oxides, wherein the metal oxides are oxides of at least one metal selected from Groups 1 and 2 of the Periodic Table, Zr and Si.
    Type: Grant
    Filed: February 12, 2004
    Date of Patent: July 7, 2009
    Assignee: Asahi Glass Company, Limited
    Inventors: Hirokazu Takagi, Kazuya Oharu, Keiichi Ohnishi
  • Patent number: 7553971
    Abstract: The invention provides novel ?2 adrenergic receptor agonist compounds of formula (I): wherein R1-R13 and w have any of the values described in the specification. The invention also provides pharmaceutical compositions comprising such compounds, methods of using such compounds to treat diseases associated with ?2 adrenergic receptor activity, and processes and intermediates useful for preparing such compounds.
    Type: Grant
    Filed: April 10, 2006
    Date of Patent: June 30, 2009
    Assignee: Theravance, Inc.
    Inventors: Edmund J. Moran, John R. Jacobsen, Michael R. Leadbetter, James Aggen, Timothy J. Church
  • Patent number: 7544763
    Abstract: The present invention relates to a manufacturing process for producing a polyol from a fatty acid ester in-situ. The process does not use any added organic or inorganic acid catalyst. The polyol produced by the process is essentially free of any cation or anion. The fatty acid ester oil epoxidation and hydroxylation reactions can occur progressively in the same reactor for essentially a one-pot reaction. The polyol produced by the process is essentially free of any cation or anion. The polyol can be used to produce polyurethanes having improved properties.
    Type: Grant
    Filed: November 7, 2006
    Date of Patent: June 9, 2009
    Assignee: Arkema Inc.
    Inventor: Mohammad Kazemizadeh
  • Publication number: 20090137774
    Abstract: Disclosed is an adamantane derivative which enables to obtain a cured product which is excellent in optical characteristics such as transparency and light resistance, long-term heat resistance, and electrical characteristics such as dielectric constant. Also disclosed are a resin composition containing such an adamantane derivative, and a sealing agent for electronic circuits and an optoelectronic member respectively using those. Specifically disclosed are an adamantane derivative represented by the general formula (I) below, a resin composition containing such an adamantane derivative, a sealing agent for electronic circuits and an optoelectronic member respectively using such a resin composition, and an adhesive of those.
    Type: Application
    Filed: August 31, 2006
    Publication date: May 28, 2009
    Applicant: Idemitsu Kosan Co., Ltd.
    Inventor: Hajime Ito
  • Publication number: 20090137775
    Abstract: This invention provides an adamantane derivative that can provide a cured product having excellent optical properties such as transparency and lightfastness, long-term heat resistance, and electric characteristics such as permittivity, and an epoxy resin having an adamantane skeleton, a resin composition comprising them, and an optical electronic member using the resin composition. The adamantane derivative is represented by general formula (I). The epoxy resin having an adamantane skeleton is represented by general formula (V) or (VI). The resin composition comprises them. The optical electronic member uses the resin composition.
    Type: Application
    Filed: August 31, 2006
    Publication date: May 28, 2009
    Applicant: Idemitsu Kosan Co., Ltd.
    Inventor: Hajime Ito
  • Publication number: 20090105156
    Abstract: The invention relates to crystalline peptide keto epoxide compounds, methods of their preparation, and related pharmaceutical compositions. This invention also relates to methods for the preparation of amino acid keto-epoxides. Specifically, allylic ketones are stereoselectively converted to the desired keto epoxides.
    Type: Application
    Filed: October 3, 2008
    Publication date: April 23, 2009
    Applicant: Proteolix, Inc.
    Inventors: Pasit Phiasivongsa, Louis C. Sehl, William Dean Fuller, Guy J. Laidig
  • Publication number: 20090061095
    Abstract: A multi-component curable composition which is reactive upon admixing of the components and wherein the composition comprises: A. a first component which comprises: (i) a first amine functional adduct which comprises the reaction product of a stoichiometric excess of a diamine and a compound having an epoxide group and an alpha, beta unsaturated carbonyl group; B. a second component which comprises: (i) at least one compound having an average of more than 2.0 groups per molecule which are reactive with amines.
    Type: Application
    Filed: August 27, 2008
    Publication date: March 5, 2009
    Applicant: The Sherwin-Williams Company
    Inventor: David M. Parish
  • Publication number: 20090030172
    Abstract: The present disclosure provides a polymerizable compound of the formula (I) where the R1, R2, R?1, R?2, X1 to X8, Y1, Y2, M and L have any of values as defined in the specification. The disclosure also provides an oligomer, a homo-polymer, or a co-polymer of compound of the formula (I). The disclosure also provides methods for preparing the compound of the formula (I) and methods for preparing polymers of the compound of the formula (I), and to methods and intermediates useful for preparing them. The disclosure also provides methods for the use of the polymers of formula (I) as chiral catalysts in enantioselective preparative processes.
    Type: Application
    Filed: March 13, 2006
    Publication date: January 29, 2009
    Applicant: Georgia Tech Research Corporation
    Inventors: Xiaolai Zheng, Michael Johannes Holbach, Marcus Weck, Christopher W. Jones
  • Publication number: 20090030216
    Abstract: The invention relates to a method for producing chiral organic compounds by asymmetric catalysis, using ionic catalysts comprising a chiral catalyst anion. The claimed method is suitable for reactions which are carried out over cationic intermediate stages, such as iminium ions or acyl pyridinium ions. The invention enables the production of chiral compounds with high ee values, that until now could only be obtained by means of costly purification methods.
    Type: Application
    Filed: February 27, 2007
    Publication date: January 29, 2009
    Applicant: STUDIENGESELLSCHAFT KOHLE MBH
    Inventors: Benjamin List, Sonja Mayer, Nolwenn Martin, Xingwang Wang
  • Publication number: 20090012303
    Abstract: The present invention provides compounds and methods that can be used to convert the intermediate halomethyl ketones (HMKs), e.g., chloromethyl ketones, to the corresponding S,S- and R,S-diastereomers. More particularly, the present invention provides: (1) reduction methods; (2) inversion methods; and (3) methods involving the epoxidation of alkenes. Using the various methods of the present invention, the R,S-epoxide and the intermediary compounds can be prepared reliably, in high yields and in high purity.
    Type: Application
    Filed: December 14, 2007
    Publication date: January 8, 2009
    Applicant: Aerojet Fine Chemicals LLC
    Inventors: Aslam A. Malik, Todd E. Clement, Hasan Palandoken, James Robinson, III, Joy A. Stringer
  • Publication number: 20080255374
    Abstract: A process for charging a longitudinal section of a catalyst tube with a homogeneous fixed catalyst bed section whose active composition is at least one multielement oxide or comprises elemental silver on an oxidic support body and whose geometric shaped catalyst bodies and shaped inert bodies have a specific inhomogeneity of their longest dimensions.
    Type: Application
    Filed: April 9, 2008
    Publication date: October 16, 2008
    Applicant: BASF SE
    Inventors: Martin DIETERLE, Klaus Joachim Muller-Engel
  • Publication number: 20080234152
    Abstract: A compound which satisfies requirements for the annealing property and the lubricating property simultaneously and a process for producing the compound are provided. The compound is an alkylacetal compound represented by the following general formula (1) or (2). In the general formulae, R1 and R2 represent hydrocarbon groups, R3 to R8 represent hydrogen atom or hydrocarbon groups, i and j represent integers satisfying the relation that the sum of the integers is 8 to 98, and k represents 0 or 1.
    Type: Application
    Filed: February 22, 2005
    Publication date: September 25, 2008
    Applicant: Idemitsu Kosan Co., Ltd.
    Inventors: Haruhito Sato, Akihiro Shishikura
  • Publication number: 20080188674
    Abstract: The invention relates to a process for the liquid phase oxidation of ethylbenzene into ethylbenzene hydroperoxide, wherein the ethylbenzene hydroperoxide concentration is kept below 20 wt. % on the basis of the total weight of the reaction mixture, and wherein styrene and/or a styrene derivative is fed to the ethylbenzene. The concentration of said styrene and/or a styrene derivative may be from 0.01 to 5.0 wt. %.
    Type: Application
    Filed: November 12, 2007
    Publication date: August 7, 2008
    Inventors: Anthonius Johannes Maria Breed, Andrew David Horton, Peter Anton August Klusener
  • Publication number: 20080139829
    Abstract: The present invention relates to a process comprising the steps of reacting a substituted epoxide, and preferably a silicone containing substituted epoxide with at least one lithium acrylic acid salt, at least one acrylic acid and optionally at least one inhibitor at a temperature above about 60° C. to form a substituted hydroxy acrylate.
    Type: Application
    Filed: June 4, 2004
    Publication date: June 12, 2008
    Inventors: Frank Molock, Jason Garner, Shivkumar Mahadevan
  • Patent number: 7317100
    Abstract: The present invention relates to C4-demethyl-epothilones or C4-bisnor-epothilones of Formula (I), their pharmaceutical use, pharmaceutical composition containing the same and methods for their preparation.
    Type: Grant
    Filed: December 22, 2003
    Date of Patent: January 8, 2008
    Assignee: Novartis AG
    Inventors: Donatienne Denni-Dischert, Andreas Floersheimer, Ernst Kuesters, Lukas Oberer, Gottfried Sedelmeier
  • Patent number: 7232918
    Abstract: There is provided a catalyst carrier comprising a refractory inorganic material having a sodium solubilization rate no greater than 5 ppmw/5 minutes. There is further a catalyst comprising a refractory inorganic material carrier having a sodium solubilization rate no greater than 5 ppmw/5 minutes; and one or more catalytically reactive metals deposited on said carrier. There is also provided a catalyst suitable for the vapor phase production of alkylene oxide from olefins and oxygen comprising an alumina-based carrier having a sodium solubilization rate no greater than 5 ppmw/5 minutes; and catalytically reactive silver deposited on said carrier.
    Type: Grant
    Filed: September 8, 2004
    Date of Patent: June 19, 2007
    Assignee: Shell Oil Company
    Inventor: John Robert Lockemeyer
  • Patent number: 7220870
    Abstract: The present invention relates to a process for stereoselective or regioselective chemical synthesis which generally comprises reacting a nucleophile and a chiral or prochiral cyclic substrate in the presence of a non-racemic, chiral catalyst to produce a stereoisomerically- and/or regioisomerically-enriched product. The present invention also relates to hydrolytic kinetic resolutions of racemic and diastereomeric mixtures of epoxides.
    Type: Grant
    Filed: January 5, 2005
    Date of Patent: May 22, 2007
    Assignee: President and Fellows of Harvard College
    Inventors: Eric N. Jacobsen, Makoto Tokunaga, Jay F. Larrow
  • Patent number: 7151192
    Abstract: A manufacturing process for the preparation of ?,?-branched alkane carboxylic acids, by reacting a mono-olefin or a precursor thereof, with carbon monoxide in the presence of a strong acid catalyst characterized in that the starting olefin is a dimmer C8 or trimer C12 derived from n-butene, which predominantly comprise 2-butene, that the acid catalyst is composed of BF3/H3PO4 in a molar ratio of BF3:H3PO4 in the range of from 0.5:1.0 to 5.0:1.0, or of CF3SO 3H, that the weight ratio of the catalyst relative to the mono-olefin is in the range of from 1:1 to 10:1, that the reaction is carried out at a temperature in the range of from 60 to 140° C., and with an initial water content in the catalyst system in the range of from 8 to 25 wt %; and vinyl esters and glycidyl esters derived from said carboxylic acids.
    Type: Grant
    Filed: July 2, 2002
    Date of Patent: December 19, 2006
    Assignee: Hexion Specialty Chemicals, Inc.
    Inventors: Hendrik Stichter, Leonardus Petrus, Hans Arie Stil
  • Patent number: 7135582
    Abstract: A transition metal complex having 2,2?-bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-1,1?-binaphthyl as a ligand. The presence of the transition metal complex in the reaction system of an asymmetric reaction system allows the preparation of an objective compound having an objective absolute configuration with improved efficiency.
    Type: Grant
    Filed: December 4, 2003
    Date of Patent: November 14, 2006
    Assignee: Takeda Pharmaceutiacal Company Limited
    Inventors: Mitsutaka Goto, Mitsuhisa Yamano, Shinji Kawaguchi
  • Patent number: 7122684
    Abstract: The invention provides a multi-step process for preparing 1,2-diamino compounds of formula wherein R1, R1?, R2, R2?, R3 and R4 have the meaning given in the specification and pharmaceutically acceptable addition salts thereof, from 1,2-epoxides of formula wherein R1, R1?, R2 and R2? have the meaning given in the specification.
    Type: Grant
    Filed: March 13, 2003
    Date of Patent: October 17, 2006
    Assignee: Roche Colorado Corporation
    Inventors: Jack D. Brown, Peter J. Harrington, Robert C. Hughes
  • Patent number: 7091285
    Abstract: A reaction product comprising an adduct of a mid-range vinylidene content PIB polymer composition and maleic anhydride, a phenolic compound or a compound having a reactive site for subsequent amination. The PIB composition comprises a relatively low molecular weight, mid-range vinylidene content PIB polymer product wherein at least about 90% of the PIB molecules present in the product comprise alpha or beta position isomers. The vinylidene (alpha) isomer content of the product may range from 20% to 70% thereof and the content of tetra-substituted internal double bonds is very low, preferably less than about 5% and ideally less than about 1–2%. The mid-range vinylidene content PIB polymer products may be prepared employing a liquid phase polymerization process conducted in a loop reactor at a temperature of at least 60° F. using a BF3/methanol catalyst complex and a contact time of no more than 4 minutes.
    Type: Grant
    Filed: July 22, 2004
    Date of Patent: August 15, 2006
    Assignee: Texas Petrochemicals LP
    Inventors: C. Edward Baxter, Jr., Christopher Lobue, Gilbert Valdez, Daniel Herndon, Timothy Lowry
  • Patent number: 7087768
    Abstract: The disclosure relates to a fumagillol compound which can be usefully used not only as an angiogenesis inhibiting agent showing a superior angeogenesis inhibitory effect with less toxicity, but also as a cancer metastasis inhibitor and a therapeutic agent against cancer and other various inflammatory diseases such as rheumatic disease, psoriasis, etc., and diabetic retinopathy related to angeogeneois, and also a method for preparing the same.
    Type: Grant
    Filed: June 11, 2002
    Date of Patent: August 8, 2006
    Assignee: Equispharm Co., Ltd.
    Inventors: Cheol-Kyu Han, Jeong-Hyeok Yoon, Seung-Moak Kim, Nam-Doo Kim, Byung-Ha Chang, Jee-Young Lee, Tae-Bo Sim
  • Patent number: 6906224
    Abstract: A process for producing ?-aminohalomethyl ketones or N-protected ?-aminohalomethyl ketones from specified 3-oxazolidin-5-one derivatives via 5-halomethyl-5-hydroxy-3-oxazolidine derivatives. By this process, ?-aminohalomethyl ketones and compounds relating to them can be obtained efficiently and economically in industrial scale.
    Type: Grant
    Filed: October 30, 2003
    Date of Patent: June 14, 2005
    Assignee: Ajinomoto Co., Inc.
    Inventors: Tomoyuki Onishi, Naoko Hirose, Takayuki Suzuki, Takashi Nakano, Masakazu Nakazawa, Kunisuke Izawa
  • Patent number: 6878835
    Abstract: A complex catalyst for asymmetric epoxidation of enones, containing an optically active binaphthol, lanthanum triisopropoxide, triphenylphosphine oxide substituted with electron withdrawing groups in the parapositions of the phenyl groups, and cumene hydroperoxide or tert-butyl hydroperoxide.
    Type: Grant
    Filed: November 18, 2003
    Date of Patent: April 12, 2005
    Assignee: Tosoh Corporation
    Inventors: Junji Inanaga, Takumi Kagawa
  • Patent number: 6841667
    Abstract: The present invention relates to a process for stereoselective or regioselective chemical synthesis which generally comprises reacting a nucleophile and a chiral or prochiral cyclic substrate in the presence of a non-racemic, chiral catalyst to produce a stereoisomerically- and/or regioisomerically-enriched product. The present invention also relates to hydrolytic kinetic resolutions of racemic and diastereomeric mixtures of epoxides.
    Type: Grant
    Filed: July 7, 2003
    Date of Patent: January 11, 2005
    Assignee: President and Fellows of Harvard College
    Inventors: Eric N. Jacobsen, Makoto Tokunaga, Jay F. Larrow
  • Publication number: 20040249177
    Abstract: Compounds that function to provide level or uniform metal deposits are provided. These compounds are particularly useful in providing level copper deposits. Copper plating baths and methods of copper plating using these compounds are also provided. These baths and methods are useful for providing a planarized layer of copper on a substrate having small apertures. The compositions and methods provide complete fill of small apertures with reduced void formation.
    Type: Application
    Filed: June 4, 2003
    Publication date: December 9, 2004
    Applicant: Shipley Company, L.L.C.
    Inventors: Deyan Wang, Chunyi Wu, Robert D. Mikkola
  • Patent number: 6825366
    Abstract: The invention is directed towards a process for the epoxidation of olefins, using molecular oxygen and hydrogen, characterized in that, as catalyst, a compound comprising gold, preferably in nanometer size, on a support material, in which the support material is comprised of Scandium, Yttrium, Lanthanide, Zirconium, Hafnium, Vanadium, Niobium, Tantalum, Chromium, Molybdenum and/or Tungsten and is essentially free of titanium is applied, and a compound comprising gold, preferably in nanometer size, on a support material, in which the support material is comprised of Scandium, Yttrium, Lanthanide, Zirconium, Hafnium, Vanadium, Niobium, Tantalum, Chromium, Molybdenum and/or Tungsten and is essentially free of titanium, a process for the preparation of said compounds and a method of catalyzing a chemical reaction through conducting said chemical reaction in the presence of said compound.
    Type: Grant
    Filed: August 6, 2002
    Date of Patent: November 30, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: A. H. Derek Cunningham, Harry Zumaqué, Daniel-Gordon Duff, Stephan Völkening, Georg Wiessmeier
  • Patent number: 6800766
    Abstract: The present invention relates to a process for stereoselective or regioselective chemical synthesis which generally comprises reacting a nucleophile and a chiral or prochiral cyclic substrate in the presence of a non-racemic, chiral catalyst to produce a stereoisomerically- and/or regioisomerically-enriched product. The present invention also relates to hydrolytic kinetic resolutions of racemic and diastereomeric mixtures of epoxides.
    Type: Grant
    Filed: July 26, 2002
    Date of Patent: October 5, 2004
    Assignee: President and Fellows of Harvard College
    Inventors: Eric N. Jacobsen, Makoto Tokunaga, Jay F. Larrow
  • Patent number: 6765101
    Abstract: A method and apparatus for synthesizing at least one of alkylene oxides and alkylene glycols from lower alkanes and/or lower alkenes. In the preferred embodiment, the apparatus includes a lower alkane/alkene supply; an oxygen supply for providing a source of oxygen; and a metal oxide catalytic reactor. The metal oxide catalytic reactor includes a reactor chamber; and a catalyst in the chamber for reacting the lower alkane/alkene supply with the source of oxygen to convert the lower alkane/alkene by selective partial oxidation to at least one of the alkylene oxides and alkylene glycols. Also, in the preferred embodiment, a separator, downstream from the reactor, separates the alkylene oxides and alkylene glycols from the total product stream and the unconverted reactants.
    Type: Grant
    Filed: May 1, 2001
    Date of Patent: July 20, 2004
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Madan Mohan Bhasin, Stephen Wayne King
  • Patent number: 6756453
    Abstract: The present invention relates to alicyclic epoxy compounds obtained by selectively hydrogenating aromatic rings of aromatic epoxy compounds in the presence of a hydrogenation catalyst, the concentration of the platinum group element in the product alicyclic epoxy compound being not more than 2 ppm.
    Type: Grant
    Filed: June 25, 2002
    Date of Patent: June 29, 2004
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Kouya Murai, Mineo Nishi, Masayuki Honda
  • Patent number: 6747179
    Abstract: A method for carrying out a catalysis reaction in carbon dioxide comprising contacting a fluid mixture with a catalyst bound to a polymer, the fluid mixture comprising at least one reactant and carbon dioxide, wherein the reactant interacts with the catalyst to form a reaction product. A composition of matter comprises carbon dioxide and a polymer and a reactant present in the carbon dioxide. The polymer has bound thereto a catalyst at a plurality of chains along the length of the polymer, and wherein the reactant interacts with the catalyst to form a reaction product.
    Type: Grant
    Filed: August 18, 2000
    Date of Patent: June 8, 2004
    Assignees: North Carolina State University, The University of North Carolina at Chapel Hill, Regents of University of California
    Inventors: Joseph M. DeSimone, Eva Birnbaum, Ruben G. Carbonell, Stephanie Crette, James B. McClain, T. Mark McCleskey, Kimberly R. Powell, Timothy J. Romack, William Tumas
  • Publication number: 20040106810
    Abstract: A method is described for the preparation of a compound of formula (formula see on enclosed paper version) where R is a protective group of the amino groups of the amino acids; R′ is a C1-C10 alkyl radical, an aryl, an aralkyl or a group ArX(CH2)m; where Ar is an aryl, X=O, S, NR″; R″ is a C1-C5 alkyl or aryl radical and m is an integer between 0 and 5; in which (a) the carboxyl group of a compound of formula (formula see on enclosed paper version) is activated by treatment with a group that is an activator of carboxyl groups; (b) the compound thus activated is made to condense with a trimethylsulphoxonium or tri-methylsulphonium ylide; (c) the keto-ylide thus obtained is reduced by reaction with a ketone-reducing agent; (d) the compound thus obtained is then cyclized to give the compound of formula IV by reaction with a base.
    Type: Application
    Filed: May 8, 2003
    Publication date: June 3, 2004
    Inventors: Giorgio Bertolini, Pietro Bellani
  • Patent number: 6743935
    Abstract: A process for the preparation of ruthenium compounds of the formula {Ru(dienyl)2} wherein “dienyl” represents a substituted pentadienyl or cycloheptadienyl group by reacting dichloro(2,7-dimethylocta-2,6-dien-1,8-diyl)-ruthenium with an appropriate diene in the presence of a primary or secondary alcohol capable of reducing Ru(IV) to Ru(II); and a carbonate of an alkaline material. These ruthenium compounds are useful as precursors of Ru catalysts.
    Type: Grant
    Filed: October 8, 2002
    Date of Patent: June 1, 2004
    Assignee: Firmenich SA
    Inventors: Albrecht Kurt Lutz Salzer, Frank Peter Herbert Podewils, Stefan Geyser
  • Publication number: 20040097745
    Abstract: The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions. In particular, ruthenium and osmium alkylidene complexes substituted with an N-heterocyclic carbene ligand are used to catalyze cross-metathesis reactions to provide a variety of substituted and functionalized olefins, including phosphonate-substituted olefins, directly halogenated olefins, 1,1,2-trisubstituted olefins, and quaternary allylic olefins. The invention further provides a method for creating functional diversity using the aforementioned complexes to catalyze cross-metathesis reactions of a first olefinic reactant, which may or may not be substituted with a functional group, with each of a plurality of different olefinic reactants, which may or may not be substituted with functional groups, to give a plurality of structurally distinct olefinic products.
    Type: Application
    Filed: April 1, 2002
    Publication date: May 20, 2004
    Inventors: Robert H. Grubbs, Arnab K. Chatterjee, Tae-Lim Choi, Steven D. Goldberg, Jennifer A. Love, John P. Morgan, Daniel P. Sanders, Matthias Scholl, F. Dean Toste, Tina M. Trnka
  • Publication number: 20040082799
    Abstract: A process for preparing a substituted epoxide of the formula: 1
    Type: Application
    Filed: November 5, 2003
    Publication date: April 29, 2004
    Inventors: David M. Hodgson, Stephanie Lydia Madeleine Norsikian, Iain Donald Cameron, Emmanuel Gras
  • Patent number: 6693206
    Abstract: The present invention provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction. The process includes the step of contacting oxygen and mixture including a racemic chiral epoxy compound, a non-racemic Co(II) complex catalyst, an aromatic carboxylic acid and water, at a temperature and length of time sufficient to produce a mixture of said non-racemic chiral diol and said non-racemic chiral epoxy compound. The present invention also provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction.
    Type: Grant
    Filed: August 22, 2002
    Date of Patent: February 17, 2004
    Assignee: Rhodia Chirex, Inc.
    Inventors: Yi Liu, Marcello DiMare, Salvatore Anthony Marchese, Eric N. Jacobsen, Serge Jasmin
  • Patent number: 6642395
    Abstract: There are provided an acetalsulfonate derivative useful as an intermediate for medicines and agricultural chemicals, a process for industrially producing the derivative, and a process for industrially producing a styrene oxide derivative from the acetalsulfonate derivative or from a mandelic acid derivative. A process for producing an acetalsulfonate derivative which comprises a first step of esterifying a mandelic acid derivative to form a mandelic ester derivative, a second step of protecting the mandelic ester derivative by an acetal to form an acetal derivative, a third step of reducing the acetal derivative to form an ethanediol derivative and a fourth step of reacting the ethanediol derivative with a sulfonyl chloride derivative. A process for producing a styrene oxide derivative which comprises a deprotecting step of deacetalizing the acetalsulfonate derivative and a step of epoxidizing the sulfonate derivative obtained in the deprotecting step with the aid of a base catalyst.
    Type: Grant
    Filed: May 29, 2002
    Date of Patent: November 4, 2003
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Hiroyuki Mori, Hikari Morita, Yoshimasa Kobayashi
  • Patent number: 6639087
    Abstract: A method for stereoselective chemical synthesis, includes the steps of: (A) reacting a nucleophile and chiral or prochiral cyclic subtrate, said substrate comprising a carbocycle or a heterocycle having a reactive center susceptible to nucleophilic attack by the nucleophile, in the presence of a chiral non-racemic catalyst to produce a product mixture comprising a stereomerically enriched product wherein the product mixture further comprises a catalyst residue, at least a portion of the catalyst residue is in a first oxidation state, and the catalyst residue in the first oxidation state is active in catalyzing degradation of the stereoisomerically enriched product, and (B) chemically or electochemically changing the oxidation state of the catalyst residue from the first oxidation state to a second oxidation state, wherein catalyst residue in the second oxidation state is less active in catalyzing degradation of the stereoisomerically enriched product than is catalyst residue in the first oxidation state.
    Type: Grant
    Filed: August 22, 2002
    Date of Patent: October 28, 2003
    Assignee: Rhodia Pharma Solutions Inc.
    Inventors: Jay F. Larrow, Serge Jasmin, Yi Liu, Marcello Di Mare
  • 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: 20030162982
    Abstract: The invention relates to a method for the enantioselective preparation of the glycide ester (I) by (a) dihydroxylating a corresponding 3-phenyl cinnamic acid ester (II) by osmium (VIII) oxide catalysis in the presence of a Sharpless ligand and an oxidant to give a dihydroxy ester (III), (b) selectively converting the hydroxy function in the 2 position of the dihydroxy ester (III) to a leaving group, (c) intramolecularly substituting the leaving group by the hydroxy function in the 3 position to the glycide ester (I). In formulae (I), (II), and (III), R1 represents C1-C10 alkyl, aryl or arylalkyl, which can optionally be substituted, and R2 represents C1-C10 alkyl, aryl, arylalkyl, halogen, C1-C10 alkoxy, acyloxy or amide, which can be optionally substituted, and n is 0 to 5.
    Type: Application
    Filed: October 29, 2002
    Publication date: August 28, 2003
    Inventor: Rolf Jansen
  • Publication number: 20030139614
    Abstract: The present invention relates to a process for stereoselective or regioselective chemical synthesis which generally comprises reacting a nucleophile and a chiral or prochiral cyclic substrate in the presence of a non-racemic, chiral catalyst to produce a stereoisomerically- and/or regioisomerically-enriched product. The present invention also relates to hydrolytic kinetic resolutions of racemic and diastereomeric mixtures of epoxides.
    Type: Application
    Filed: July 26, 2002
    Publication date: July 24, 2003
    Inventors: Eric N. Jacobsen, Makoto Tokunaga, Jay F. Larrow
  • Patent number: 6586564
    Abstract: The invention relates to double-metal cyanide (DMC) catalysts for preparing polyether polyols by the polyaddition of alkylene oxides on to starter compounds containing active hydrogen atoms, wherein the DMC catalysts are composed of: a) at least one DMC compound; b) at least one organic complexing ligand which is not a coronand; and c) at least one coronand. The DMC catalysts of the present invention have increased activity compared to known catalysts.
    Type: Grant
    Filed: August 28, 2002
    Date of Patent: July 1, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schäfer, Jörg Hofmann, Pieter Ooms
  • Patent number: 6573394
    Abstract: The invention provides a process for the catalytic epoxidation of an alkene comprising contacting a transition metal substituted polyoxofluorometalate and molecular oxygen with said alkene.
    Type: Grant
    Filed: September 7, 2001
    Date of Patent: June 3, 2003
    Assignees: Yissum Research Development Company of Hebrew University of Jerusalem, Yeda Research and Development Company Ltd.
    Inventors: Ronny Neumann, Alexander Khenkin, Revital Ben-Daniel
  • Publication number: 20030100776
    Abstract: The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions. In particular, ruthenium and osmium alkylidene complexes substituted with an N-heterocyclic carbene ligand are used to catalyze cross-metathesis reactions to provide a variety of substituted and functionalized olefins, including phosphonate-substituted olefins, directly halogenated olefins, 1,1,2-trisubstituted olefins, and quaternary allylic olefins. The invention further provides a method for creating functional diversity using the aforementioned complexes to catalyze cross-metathesis reactions of a first olefinic reactant, which may or may not be substituted with a functional group, with each of a plurality of different olefinic reactants, which may or may not be substituted with functional groups, to give a plurality of structurally distinct olefinic products.
    Type: Application
    Filed: April 1, 2002
    Publication date: May 29, 2003
    Inventors: Robert H. Grubbs, Arnab K. Chatterjee, Tae-Lim Choi, Steven D. Goldberg, Jennifer A. Love, John P. Morgan, Daniel P. Sanders, Matthias Scholl, F. Dean Toste, Tina M. Trnka
  • Publication number: 20030088114
    Abstract: A method for stereoselective chemical synthesis, includes the steps of: (A) reacting a nucleophile and a chiral or prochiral cyclic substrate, said substrate comprising a carbocycle or a heterocycle having a reactive center susceptible to nucleophilic attack by the nucleophile, in the presence of a chiral non-racemic catalyst to produce a product mixture comprising a stereoisomerically enriched product wherein the product mixture further comprises a catalyst residue, at least a portion of the catalyst residue is in a first oxidation state, and the catalyst residue in the first oxidation state is active in catalyzing degradation of the stereoisomerically enriched product, and (B) chemically or electrochemically changing the oxidation state of the catalyst residue from the first oxidation state to a second oxidation state, wherein catalyst residue in the second oxidation state is less active in catalyzing degradation of the stereoisomerically enriched product than is catalyst residue in the first oxidation stat
    Type: Application
    Filed: August 22, 2002
    Publication date: May 8, 2003
    Inventors: Jay F. Larrow, Serge Jasmin, Yi Liu, Marcello Di Mare
  • Publication number: 20030073855
    Abstract: The present invention provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction. The process includes the step of contacting oxygen and mixture including a racemic chiral epoxy compound, a non-racemic Co(II) complex catalyst, an aromatic carboxylic acid and water, at a temperature and length of time sufficient to produce a mixture of said non-racemic chiral diol and said non-racemic chiral epoxy compound. The present invention also provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction.
    Type: Application
    Filed: August 22, 2002
    Publication date: April 17, 2003
    Applicant: Rhodia ChiRex, Inc.
    Inventors: Yi Liu, Marcello DiMare, Salvatore Anthony Marchese, Eric N. Jacobsen, Serge Jasmin
  • Publication number: 20030050187
    Abstract: The invention relates to double-metal cyanide (DMC) catalysts for preparing polyether polyols by the polyaddition of alkylene oxides on to starter compounds containing active hydrogen atoms, wherein the DMC catalysts are composed of: a) at least one DMC compound; b) at least one organic complexing ligand which is not a cyclic polyol; and c) at least one cyclic polyol. The DMC catalysts of the present invention have increased activity compared to known catalyst.
    Type: Application
    Filed: August 28, 2002
    Publication date: March 13, 2003
    Inventors: Walter Schafer, Jorg Hofmann, Pieter Ooms
  • Publication number: 20030032821
    Abstract: The present invention relates to chiral salen catalysts and a process for preparing chiral compounds from racemic epoxides by using them. More particularly, the present invention is to provide chiral salen catalysts and its use for producing chiral compounds such as chiral epoxides and chiral 1,2-diols economically in high yield and high optical purity by performing stereoselective hydrolysis of racemic epoxides, wherein the chiral salen catalyst comprises a cationic cobalt as a center metal of chiral salen ligand and counterions having weak nucleophilic property to resolve disadvantages associated with conventional chiral salen catalysts, and can be used continuously without any activating process of used catalysts because it does not loose a catalytic activity during the reaction process.
    Type: Application
    Filed: July 11, 2002
    Publication date: February 13, 2003
    Inventors: Geon-Joong Kim, Dae-Woon Park, Ho Seong Lee, Jin Won Yun, Seong Jin Kim