Carbon Donded Directly At The 2-, 3-, 5- Or 6- Position Patents (Class 552/309)
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Patent number: 9932286Abstract: Methods of treating or suppressing mitochondrial diseases, such as Friedreich's ataxia (FRDA), Leber's Hereditary Optic Neuropathy (LHON), mitochondrial myopathy, encephalopathy, lactacidosis, stroke (MELAS), or Kearns-Sayre Syndrome (KSS) are disclosed, as well as compounds useful in the methods of the invention. Methods and compounds useful in treating other disorders are also disclosed. Energy biomarkers useful in assessing the metabolic state of a subject and the efficacy of treatment are also disclosed. Methods of modulating, normalizing, or enhancing energy biomarkers, as well as compounds useful for such methods, are also disclosed.Type: GrantFiled: December 29, 2015Date of Patent: April 3, 2018Assignee: BioElectron Technology CorporationInventors: Guy M. Miller, Sidney M. Hecht, Orion D. Jankowski, Kieron E. Wesson, Paul Mollard
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Patent number: 8809555Abstract: Provided is an anti-leishmanial compound represented by formula (1):Type: GrantFiled: October 13, 2011Date of Patent: August 19, 2014Assignee: Aoyama Gakuin Educational FoundationInventors: Junji Kimura, Shohei Horie, Harumi Marushima, Yoshitsugu Matsumoto, Chizu Sanjoba, Yasutaka Osada
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Publication number: 20120295985Abstract: The present invention is concerned with a method for improving blood glucose control or for preventing or treating a condition requiring increasing insulin sensitivity or reducing insulin resistance in a subject in need of such control which comprises administering to the subject a composition comprising a therapeutically effective amount of one or more quinones of Formula I.Type: ApplicationFiled: November 18, 2011Publication date: November 22, 2012Inventors: Guy M. Miller, William D. Shrader, Martin J. Thoolen
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Publication number: 20120142786Abstract: Oregano extract can act as a stimulant, yet it does not interfere with sleep patterns or induce nervousness the way many stimulants such as caffeine can. It also has the benefits of promoting improved vigilance, improving attention and ability to focus on a task, and improving general alertness.Type: ApplicationFiled: February 19, 2010Publication date: June 7, 2012Inventors: Regina Goralczyk, Jonas Wittwer, Hasan Mohajeri
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Publication number: 20110244060Abstract: This invention relates to a rich antioxidant nutraceuticals prepared from Nigella sativa seeds for the treatment and prevention of hypercholesterolemia. These nutraceuticals when taken enterally has shown successfully to have hypocholesterolmic, antiatherogenic and antioxidant activities using in vitro and in vivo study. The invention provides a clear explanation on the molecular mechanism by which nutraceuticals prepared from the Nigella sativa seeds exerted its hypocholesterolemic effect.Type: ApplicationFiled: August 7, 2009Publication date: October 6, 2011Applicant: UNIVERSITI PUTRA MALAYSIAInventors: Maznah Ismail, Ghanya Al-Naqeeb
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Patent number: 7432305Abstract: Methods of treating or suppressing mitochondrial diseases, such as Friedreich's ataxia (FRDA), Leber's Hereditary Optic Neuropathy (LHON), mitochondrial myopathy, encephalopathy, lactacidosis, stroke (MELAS), or Kearns-Sayre Syndrome (KSS) are disclosed, as well as compounds useful in the methods of the invention. Energy biomarkers useful in assessing the metabolic state of a subject and the efficacy of treatment are also disclosed.Type: GrantFiled: September 15, 2006Date of Patent: October 7, 2008Assignee: Edison Pharmaceuticals, Inc.Inventors: Guy M. Miller, Sidney M. Hecht
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Patent number: 7064124Abstract: A NF-?B inhibitor represented by the following formula (I) is provided: ?Type: GrantFiled: March 27, 2002Date of Patent: June 20, 2006Assignees: Daiichi Suntory Pharma Co., Ltd., Daiichi Suntory Biomedical Research Co., Ltd.Inventors: Kenji Suzuki, Yoichi Nunokawa, Naohisa Ogou
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Patent number: 6815565Abstract: A method is described for the simultaneous preparation of p-bromophenols and p-benzoquinones, intermediates useful in the preparation of hydroquinones and 4,4′-dihydroxybiphenyls, respectively. Hydroquinones and 4,4′-dihydroxybiphenyls are useful monomers for the preparation of a variety of polymers. The method also comprises reducing the p-benzoquinone to its corresponding hydroquinone in the presence of the p-bromophenol. Limiting the amount of HBr present in the reaction mixture was shown to control the amount of benzoquinone produced. The method also allows for the recycling of many of the reagents used, thereby reducing the cost of producing each monomer.Type: GrantFiled: November 7, 2003Date of Patent: November 9, 2004Assignee: General Electric CompanyInventors: Ryan Christopher Mills, Eric James Pressman, Timothy Leigh Chuck, John Yaw Ofori
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Patent number: 6695617Abstract: There are disclosed amphoteric nano-sized metal oxide particles functionalized with silyl esters of a phosphonate and composites thereof with an acrylate-based monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Also disclosed are the method making such functionalized particular by reacting a metal oxide with a silyl ester of a phosphonate in the presence of a non-aqueous solvent and in an inert atmosphere and the method of making the composites wherein the functionalized particles are admixed with an acrylate-based matrix monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Further disclosed is the method of dental repair wherein the composites are applied to a tooth and photopolymerized.Type: GrantFiled: October 18, 2000Date of Patent: February 24, 2004Assignee: Southwest Research InstituteInventors: Stephen T. Wellinghoff, Hong Dixon, Henry R. Rawls, Barry K. Norling
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Patent number: 6696585Abstract: There are disclosed amphoteric nano-sized metal oxide particles functionalized with silyl esters of a phosphonate and composites thereof with an acrylate-based monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Also disclosed are the method making such functionalized particular by reacting a metal oxide with a silyl ester of a phosphonate in the presence of a non-aqueous solvent and in an inert atmosphere and the method of making the composites wherein the functionalized particles are admixed with an acrylate-based matrix monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Further disclosed is the method of dental repair wherein the composites are applied to a tooth and photopolymerized.Type: GrantFiled: September 22, 2000Date of Patent: February 24, 2004Assignees: Southwest Research Institute, Board of Regents, The University of Texas SystemInventors: Stephen T. Wellinghoff, Hong Dixon, Henry R. Rawls, Barry K. Norling
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Patent number: 6693221Abstract: A method is described for the simultaneous preparation of 4-bromophenols and p-benzoquinones, intermediates useful in the preparation of hydroquinones and 4,4′-dihydroxybiphenyls respectively. Hydroquinones and 4,4′-dihydroxybiphenyls are useful monomers for the preparation of a variety of polymers. In one example phenol is reacted with in the presence of HBr, a catalytic amount of cupric bromide and a stoichiometric excess of oxygen under relatively mild conditions to provide a mixture of the phenol, 4-bromophenol, and 1,4-benzoquinone. Phenol conversion was 54 percent and selectivities for bromophenol and benzoquinone were 23% and 37% respectively. Limiting the amount of HBr present in the reaction mixture was shown to control the amount of benzoquinone produced.Type: GrantFiled: April 4, 2003Date of Patent: February 17, 2004Assignee: General Electric CompanyInventors: Ryan Christopher Mills, Timothy Leigh Chuck
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Patent number: 6506539Abstract: A complex of a dye cation and an anionic TCNQ derivative of the formula (I): in which [Dye]+ is a dye cation, L1 is a linking group, R1 is a substituent group, p is an integer of 1-4, and r is an integer of 0-3 under the condition of 1<p+r<4, is favorably employable as a dye compound for preparing a recording layer of CD-R or DVD-R.Type: GrantFiled: April 6, 2001Date of Patent: January 14, 2003Assignee: Fuji Photo Film Co., Ltd.Inventors: Shinichi Morishima, Takashi Usami
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Publication number: 20020143198Abstract: A method of oxidizing trimethylphenol (TMP) to trimethylbenzoquinone (TMBQ) by various molecular sieves containing various transition metals. In this method, TMP, a molecular sieve containing a transition metal in its framework, an oxidant and a solvent are mixed together to form a reaction system. The reaction system reacting at a temperature of about room temperature to 150° C. to obtain TMBQ, and the concentration of TMP is about 5-60% wt.Type: ApplicationFiled: July 25, 2001Publication date: October 3, 2002Inventors: Soofin Cheng, Chia-Lung Tsai, Berryinne Chou, Debasish Das
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Patent number: 6410765Abstract: There are disclosed amphoteric nano-sized metal oxide particles functionalized with silyl esters of a phosphonate and composites thereof with an acrylate-based monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Also disclosed are the method making such functionalized particular by reacting a metal oxide with a silyl ester of a phosphonate in the presence of a non-aqueous solvent and in an inert atmosphere and the method of making the composites wherein the functionalized particles are admixed with an acrylate-based matrix monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Further disclosed is the method of dental repair wherein the composites are applied to a tooth and photopolymerized.Type: GrantFiled: October 17, 2000Date of Patent: June 25, 2002Assignee: Southwest Research InstituteInventors: Stephen T. Wellinghoff, Hong Dixon, Henry R. Rawls, Barry K. Norling
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Patent number: 6303801Abstract: A process for producing an alkyl-substituted hydroquinone, wherein said process comprises reacting a hydroquinone compound represented by the general formula (1) wherein R1 and R2 independently represent a hydrogen atom or a straight or branched chain alkyl group having 1 to 10 carbon atoms, R independently represent a straight or branched chain alkyl group having 1 to 10 carbon atoms and n represents an integer of 0 to 2, with a monohydric or dihydric alcohol in the presence of a catalyst and under the condition in which said alcohol is in a supercritical state by substitution of at least one hydrogen atom on the aromatic ring in said hydroquinone compound.Type: GrantFiled: March 2, 2000Date of Patent: October 16, 2001Assignee: Sumitomo Chemical Company, LimitedInventors: Tomoyuki Suzuki, Toshio Sasaki
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Patent number: 6258974Abstract: There are disclosed amphoteric nano-sized metal oxide particles functionalized with silyl esters of a phosphonate and composites thereof with an acrylate-based monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Also disclosed are the method making such functionalized particular by reacting a metal oxide with a silyl ester of a phosphonate in the presence of a non-aqueous solvent and in an inert atmosphere and the method of making the composites wherein the functionalized particles are admixed with an acrylate-based matrix monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Further disclosed is the method of dental repair wherein the composites are applied to a tooth and photopolymerized.Type: GrantFiled: June 23, 1998Date of Patent: July 10, 2001Assignee: Southwest Research InstituteInventors: Stephen T. Wellinghoff, Hong Dixon, Henry R. Rawls, Barry K. Norling
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Patent number: 5932753Abstract: A process for producing 2-methyl-1,4-benzoquinone at a high conversion, a high selectivity and at a low cost by oxidizing m-cresol with oxygen at a low partial pressure in the presence of at least one copper (I) halide catalyst and a mixed solvent of ketone and acetonitrile. The 2-methyl-1,4-benzoquinone is useful as an intermediate compound to produce vitamin K.Type: GrantFiled: February 9, 1998Date of Patent: August 3, 1999Assignee: Chuo Chemical Co., Inc.Inventors: Kenji Onodera, Eiko Nakatu, Masayuki Kobayashi
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Patent number: 5712402Abstract: A neutral templating route to mesoporous molecular sieves based on H-bonding and self-assembly between neutral primary amine or diamine surfactants (S.degree.) and neutral inorganic precursors (I.degree.) has been used to prepare hexagonal and lamellar mesoporous silicas with site isolated transition metal centers. This templating approach allows for the preparation of hexagonal or hexagonal-like mesoporous oxidation catalysts with large framework wall thickness of at least about 17 .ANG., small elementary particle size (.ltoreq.400 .ANG.), and unique combinations of framework-confined mesopores and textural mesopores while at the same time providing for facile recovery of the neutral template by simple solvent extraction.These new mesoporous metallosilicate molecular sieves exhibit exceptional catalytic activity for peroxide hydroxylation of benzene and oxidation of substituted aromatics with kinetic diameters that are too large (larger than 6 .ANG.Type: GrantFiled: March 23, 1995Date of Patent: January 27, 1998Assignee: Board of Trustees operating Michigan State UniversityInventors: Thomas J. Pinnavaia, Peter T. Tanev, Wenzhong Zhang, Jialiang Wang, Malama Chibwe
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Patent number: 5616734Abstract: The invention relates to the use of compounds of the formula IR.sup.1.sub.a Re.sub.b O.sub.c (I),where a is from 1 to 6, b is from 1 to 4 and c is from 1 to 14 and the sum of a, b and c is in accordance with the valence of from 5 to 7 of the rhenium, with the proviso that c is not greater than 3.multidot.b, and where R.sup.1 is identical or different and is an aliphatic hydrocarbon radical having from 1 to 10 carbon atoms, an aromatic hydrocarbon radical having from 6 to 10 carbon atoms or an arylalkyl radical having from 7 to 9 carbon atoms, with the radicals R.sup.1 being able, if desired, to be identically or differently substituted independently of one another and, in the case of .sigma.-bonded radicals, at least one hydrogen atom still being bonded to the carbon atom in the .alpha. position, as catalysts for the oxidation of electron-rich aromatic compounds and their derivatives and to a process for the oxidation of electron-rich aromatic compounds which comprises oxidizing electron-rich C.sub.6 -C.sub.Type: GrantFiled: January 25, 1995Date of Patent: April 1, 1997Assignee: Hoechst AktiengesellschaftInventors: Wolfgang A. Herrmann, Joao D. G. Correia, Richard Fischer, Waldemar Adam, Jianhua Lin, Chantu R. Saha-Moller, Masao Shimizu
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Patent number: 5318993Abstract: The present invention relates to novel benzoquinones which are useful as antihyperlipidemic agents. The present invention also provides a process for their preparation, pharmaceutical compositions, and a method for treating birds and mammals in need thereof which comprises administering to said host an effective amount of a benzoquinone of the present invention.Type: GrantFiled: April 16, 1993Date of Patent: June 7, 1994Assignee: Bristol-Myers Squibb CompanyInventor: Bradley C. Pearce
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Patent number: 5304658Abstract: Quinone derivatives of the general formula: ##STR1## (wherein R.sup.1 and R.sup.2 are the same or different, and independently are a hydrogen atom or a methyl or methoxy group, or R.sup.1 and R.sup.2 combine with each other to represent --CH.dbd.CH--CH.dbd.CH--; R.sup.3 is a hydrogen atom or a methyl group; R.sup.4 is an aliphatic, aromatic or heterocyclic group which may be substituted; R.sup.5 is a methyl or methoxy group, a hydroxymethyl group which may be substituted or a carboxyl group which may be esterified or amidated; Z is a group represented by --C.tbd.C--, --CH.dbd.CH--, ##STR2## n is an integer of 0 to 10; m is an integer of 0 to 3; k is an integer of 0 to 5, provided, however, that in the case of m being 2 or 3, Z and k can vary arbitrarily within the bracketed repeating units) are novel compounds, possess metabolism ameliorating action for polyunsaturate fatty acids, particularly production inhibitory activity of lipid peroxides (antioxidant activity), thromboxane A.sub.Type: GrantFiled: August 3, 1992Date of Patent: April 19, 1994Assignee: Takeda Chemical Industries, Ltd.Inventors: Shinji Terao, Yoshitaka Maki
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Patent number: 5288752Abstract: A compound having the formula (I): ##STR1## wherein A is --CH.sub.2 --, R.sup.1 is CH.sub.3 or OCH.sub.3 ; R.sup.2 is hydroxy or carboxy, carboxylic acid or carboxylic acid ester group; R.sup.3 is H or a lower alkyl; and n is 0 or an integer of 1 to 6 or a pharmaceutically acceptable salt thereof.Type: GrantFiled: November 23, 1992Date of Patent: February 22, 1994Assignee: Suntory LimitedInventors: Toshio Tatsuoka, Kenji Suzuki, Fumio Satoh, Seiji Miyano, Kunihiro Sumoto
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Patent number: 5262552Abstract: An optically active (S)- or (R)-pentane compound of the general formula (11): ##STR1## wherein R.sub.11, R.sub.12 and R.sub.13 independently represent a hydrogen atom or a lower alkyl group having 1 to 4 carbon atoms, R.sub.14 represents a hydroxy, protected hydroxy or oxo group, if R.sub.14 is an oxo group, the ring denoting benzene in the above formula (11) is benzoquinone, R.sub.15 represents a hydrogen atom, hydroxy or acyloxy group, R.sub.16 represents a hydroxy or acyloxy group, and the chiral central carbon marked with a symbol * in said formula (11) alternatively has one of an R-configuration and an S-configuration, is disclosed. Further, intermediate products of the compound of the formula (11) are also disclosed. Still further, a process for manufacturing the above compounds is disclosed. The compound of the formula (11) is easily synthesized from an easily available optically active starting material.Type: GrantFiled: February 20, 1991Date of Patent: November 16, 1993Assignee: Asahi Denka Kogyo K.K.Inventors: Seiichi Takano, Kunio Ogasawara
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Patent number: 5208391Abstract: Processes for the preparation of tetracyano-1,4-hydroquinone and its conversion to tetracyano-1,4-benzoquinone via a disilver salt are disclosed.Type: GrantFiled: July 18, 1991Date of Patent: May 4, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Carlos Vazquez
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Patent number: 5180742Abstract: Quinone derivatives of the general formula: ##STR1## (wherein R.sup.1 and R.sup.2 are the same or different, and independently are a hydrogen atom or a methyl or methoxy group, or R.sup.1 and R.sup.2 combine with each other to represent --CH.dbd.CH--CH.dbd.CH--R.sup.3 is a hydrogen atom or a methyl group; R.sup.4 is an aliphatic, aromatic or heterocyclic group which may be substituted; R.sup.5 is a methyl or methoxy group, a hydroxymethyl group which may be substituted or a carboxyl group which may be esterified or amidated; Z is a group represented by --C.dbd.C--, --CH.dbd.CH--, ##STR2## n is an integer of 0 to 10; m is an integer of 0 to 3; k is an integer of 0 to 5, provided, however, that in the case of m being 2 or 3, Z and k can vary arbitrarily within the bracketed repeating units) are novel compounds, possess metabolism ameliorating action for polyunsaturated fatty acids, particularly production inhibitory activity of lipid peroxides (antioxidant activity), thromboxane A.sub.Type: GrantFiled: January 9, 1987Date of Patent: January 19, 1993Assignee: Takeda Chemical Industries, Ltd.Inventors: Shinji Terao, Yoshitaka Maki
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Patent number: 5180842Abstract: Disclosed is a process for removing chlorine-containing impurities from quinone compounds such as p-bezonquinone. The process involves extracting a quinone compound containing 1000 ppm or more chlorine with heptane, cyclohexane or a mixture thereof and separating the quinone compound from the extraction mixture. The process provides a means for obtaining quinone compounds containing 50 ppm or less chlorine.Type: GrantFiled: August 16, 1991Date of Patent: January 19, 1993Assignee: Eastman Kodak CompanyInventors: Yeong-Jen Kuo, Michael Bellas
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Patent number: 5175318Abstract: Phenols are oxidated to quinones with hydrogen peroxide in the presence of catalytic amounts of bromine, iodine, hydrogen bromide and hydrogen iodide.Type: GrantFiled: April 7, 1992Date of Patent: December 29, 1992Assignees: Consiglio Nazionale Della Ricerche, Enicham Synthesis, Brichima, S.p.A.Inventors: Francesco Minisci, Attilio Citterio, Elena Vismara, Silvia De Bernardinis, Carlo Neri, Luciano Pallini, Mariano Correale
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Patent number: 5149849Abstract: Disclosed is a process for the preparation of quinhydrones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalyst system comprising a cerium carboxylate and a cupric carboxylate.Type: GrantFiled: March 18, 1991Date of Patent: September 22, 1992Inventors: Michael Bellas, Yeong-Jen Kuo, Fred H. Rash
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Patent number: 5107003Abstract: Disclosed is a process for the preparation of quinones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalytic amount of ceric trihydroxyhydroperoxide.Type: GrantFiled: March 18, 1990Date of Patent: April 21, 1992Assignee: Eastman Kodak CompanyInventors: Yeong-Jen Kuo, Michael Bellas, Phillip M. Hudnall
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Patent number: 5091545Abstract: The present invention relates to a process for the catalytic oxidation of hydroxy containing aromatic compounds to form the respective quinone compounds comprising contacting a hydroxy containing aromatic compound of the formula: ##STR1## with a molecular oxygen containing gas in the presence of: (a) a catalytic amount of a cobalt (II) compound,(b) a primary aliphatic amine having the nitrogen atom attached to a tertiary carbon, and(c) an alcohol selected from the group consisting of methyl alcohol, ethyl alcohol, isopropyl alcohol, butyl alcohol, 2,2,2-trifluoroethanol and benzyl alcohol,wherein X is of the formula ##STR2## wherein R is individually selected from the group of radicals consisting of hydrogen, an alkyl having from about 1 to about 18 carbon atoms, an alkoxy having from about 1 to 8 carbon atoms, a phenyl and an aralkyl having 7 to 12 carbon atoms.Type: GrantFiled: March 2, 1990Date of Patent: February 25, 1992Assignee: The Goodyear Tire & Rubber CompanyInventor: Dane K. Parker
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Patent number: 5075463Abstract: Disclosed is a process for the preparation of quinones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalytic amount of certain cerium carboxylate salts.Type: GrantFiled: October 5, 1990Date of Patent: December 24, 1991Assignee: Eastman Kodak CompanyInventors: Yeong-Jen Kuo, Michael Bellas
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Patent number: 5075462Abstract: Disclosed is a process for the preparation of quinones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalyst system comprising a cerium carboxylate and a cupric carboxylate.Type: GrantFiled: October 5, 1990Date of Patent: December 24, 1991Assignee: Eastman Kodak CompanyInventors: Yeong-Jen Kuo, Michael Bellas
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Patent number: 5068367Abstract: Processes for the preparation of tetracyano-1,4-hydroquinone and its conversion to tetracyano-1,4-benzoquinone via a disilver salt are disclosed.Type: GrantFiled: January 31, 1990Date of Patent: November 26, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Carlos Vazquez, Joel S. Miller
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Patent number: 5041572Abstract: 2,3,5-Trimethyl-p-benzoquinone is prepared by oxidation of trimethylphenol with oxygen or an oxygen-containing gas in the presence of a catalyst containing a copper(II) halide in a two-phase reaction medium consisting of water and an aliphatic alcohol at elevated temperatures by a process in which the reaction is carried out in a mixture of water and a saturated aliphatic alcohol of 12 to 18 carbon atoms, having a flashpoint greater than 120.degree. C., such as 1-dodecanol, 1-tetradecanol, 1-hexadecanol or 1-octadecanol, in particular 1-dodecanol, and at from 60.degree. to 100.degree. C.Particularly good yields of TMQ are obtained if the reaction is carried out in the presence of a copper(II) halide, such as CuCl.sub.2 or CuBr.sub.2, and of an alkaline earth metal halide, in particular CaCl.sub.2 or MgCl.sub.2, or of an alkali metal halide, in particular LiCl or NaCl, as the catalyst system.Type: GrantFiled: March 13, 1990Date of Patent: August 20, 1991Assignee: BASF AktiengesellschaftInventors: Ulrich Hoercher, Barbara Jessel, Bernhard Bockstiegel, Paul Grafen, Harald Laas
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Patent number: 4943645Abstract: A novel benzoquinone derivative of the general formula: ##STR1## [wherein R.sub.1 and R.sub.2 are the same or different and each is methyl or methoxy; n is an integer of 0 to 21; m is 0 or 1, Z is a group of the formula: ##STR2## (wherein R.sub.3 and R.sub.4 are the same or different and each is hydrogen or an alkyl group which may optionally be substituted or, R.sub.3 and R.sub.4 together with the adjacent nitrogen atom form a morpholino group), a group of the formula: --COR.sub.5 (wherein R.sub.5 is an .alpha.-amino acid residue or a substituted or unsubstituted glucosamine residue), a group of the formula: ##STR3## (wherein R.sub.6 is a divalent hydrocarbon group of 1 to 3 carbon atoms), a group of the formula: ##STR4## (wherein R.sub.6 has the same meaning as defined above) or a group of the formula: ##STR5## (wherein l is an integer of 1 to 4 and R.sub.Type: GrantFiled: August 8, 1989Date of Patent: July 24, 1990Assignee: Takeda Chemical Industries, Ltd.Inventors: Shinji Terao, Hisayoshi Okazaki, Isuke Imada
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Patent number: 4913851Abstract: An asymmetric synthesis for Vitamin E in an optically active pure form for 4-(2,5-diloweralkanoyloxy)-3,4,6-trimethylphenyl-butan-2-one and intermediates therein.Type: GrantFiled: May 15, 1989Date of Patent: April 3, 1990Assignee: Hoffmann-La Roche Inc.Inventors: Ka-kong Chan, Gabriel G. Saucy
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Patent number: 4909965Abstract: The life of a salcomine catalyst used in the oxidation of phenols to quinones (e.g., of o-phenylphenol to phenyl-p-benzoquinone) is increased by the presence of a water- or acid-removing substance, e.g., a non-acid-forming chemical water scavenger, a molecular sieve, a weak inorganic base, or a sterically hindered organic base, in the reaction medium. Suitable water- or acid-removing substances include carbodiimides, e.g., dicyclohexylcarbodiimide; a Type 3A or 4A molecular sieve; finely divided metal oxides or metal carbonates, e.g., barium carbonate; and 2,6-lutidine. These substances chemically transform by-product carboxylic acids, and/or prevent the formation of such acids, whereby the life of the salcomine catalyst is prolonged.Type: GrantFiled: August 3, 1981Date of Patent: March 20, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: Patrick M. Burke
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Patent number: 4900476Abstract: An asymmetric synthesis for Vitamin E in an optically active pure form for 4-(2,5-diloweralkanoyloxy)-3,4,6-trimethylphenyl-butan-2-one and intermediates therein.Type: GrantFiled: January 30, 1989Date of Patent: February 13, 1990Assignee: Hoffmann-La Roche Inc.Inventors: Ka-kong Chan, Gabriel G. Saucy