DE68913393D1 - Methode zur Trennung von Hydroxy-Cyclopentenonen unter Verwendung einer Lipase und Transacylierungsagenzien. - Google Patents

Methode zur Trennung von Hydroxy-Cyclopentenonen unter Verwendung einer Lipase und Transacylierungsagenzien.

Info

Publication number
DE68913393D1
DE68913393D1 DE89115956T DE68913393T DE68913393D1 DE 68913393 D1 DE68913393 D1 DE 68913393D1 DE 89115956 T DE89115956 T DE 89115956T DE 68913393 T DE68913393 T DE 68913393T DE 68913393 D1 DE68913393 D1 DE 68913393D1
Authority
DE
Germany
Prior art keywords
transacylation
cyclopentenones
lipase
hydroxy
agents
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
DE89115956T
Other languages
English (en)
Other versions
DE68913393T2 (de
Inventor
Chi-Huey Wong
Yi-Fong Wang
William J Hennen
Kevin Anthony Babiak
John H Dygos
John S Ng
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
GD Searle LLC
Original Assignee
GD Searle LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by GD Searle LLC filed Critical GD Searle LLC
Application granted granted Critical
Publication of DE68913393D1 publication Critical patent/DE68913393D1/de
Publication of DE68913393T2 publication Critical patent/DE68913393T2/de
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/004—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02—Oxygen as only ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/02—Monosaccharides
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/62—Carboxylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P9/00—Preparation of organic compounds containing a metal or atom other than H, N, C, O, S or halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • General Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Microbiology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Analytical Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Steroid Compounds (AREA)
  • Saccharide Compounds (AREA)
DE68913393T 1988-08-30 1989-08-30 Methode zur Trennung von Hydroxy-Cyclopentenonen unter Verwendung einer Lipase und Transacylierungsagenzien. Expired - Fee Related DE68913393T2 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US23835888A 1988-08-30 1988-08-30
US07/396,723 US5106750A (en) 1988-08-30 1989-08-24 Enantio- and regioselective synthesis of organic compounds using enol esters as irreversible transacylation reagents

Publications (2)

Publication Number Publication Date
DE68913393D1 true DE68913393D1 (de) 1994-04-07
DE68913393T2 DE68913393T2 (de) 1994-07-14

Family

ID=26931593

Family Applications (2)

Application Number Title Priority Date Filing Date
DE68929190T Expired - Fee Related DE68929190T2 (de) 1988-08-30 1989-08-30 Enantio- und regioselektive Synthesen von organischen Verbindungen mit Enolestern als irreversibele Transacylierungs-Reagenzien
DE68913393T Expired - Fee Related DE68913393T2 (de) 1988-08-30 1989-08-30 Methode zur Trennung von Hydroxy-Cyclopentenonen unter Verwendung einer Lipase und Transacylierungsagenzien.

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DE68929190T Expired - Fee Related DE68929190T2 (de) 1988-08-30 1989-08-30 Enantio- und regioselektive Synthesen von organischen Verbindungen mit Enolestern als irreversibele Transacylierungs-Reagenzien

Country Status (8)

Country Link
US (1) US5106750A (de)
EP (2) EP0357009B1 (de)
JP (1) JP2843606B2 (de)
KR (1) KR910004809A (de)
AT (1) ATE191509T1 (de)
CA (1) CA1341217C (de)
DE (2) DE68929190T2 (de)
ES (2) ES2061844T3 (de)

Families Citing this family (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5585252A (en) * 1988-08-30 1996-12-17 G. D. Searle & Co. Enantio- and regioselective synthesis of organic compounds using enol esters as irreversible transacylation reagents
US5914331A (en) * 1990-02-01 1999-06-22 Emory University Antiviral activity and resolution of 2-hydroxymethyl-5-(5-fluorocytosin-1-yl)-1,3-oxathiolane
US5276151A (en) * 1990-02-01 1994-01-04 Emory University Method of synthesis of 1,3-dioxolane nucleosides
US6346627B1 (en) 1990-02-01 2002-02-12 Emory University Intermediates in the synthesis of 1,3-oxathiolane nucleoside enantiomers
US5204466A (en) * 1990-02-01 1993-04-20 Emory University Method and compositions for the synthesis of bch-189 and related compounds
US5191109A (en) * 1990-02-02 1993-03-02 Sumitomo Chemical Company, Limited Process for preparing optically active cyclopentenones
CA2039857A1 (en) * 1990-04-26 1991-10-27 Wilfred Po-Sum Shum Process for producing epoxyalcohols of high optical purity
JP3027442B2 (ja) * 1990-10-30 2000-04-04 日東電工株式会社 光学活性エポキシアルコールの製法
EP0492497B1 (de) * 1990-12-24 1996-08-28 Hoechst Aktiengesellschaft Verfahren zur Acylierung von Alkoholen mit einem immobilisierten Pseudomonas-Lipase
JP3097145B2 (ja) * 1991-02-27 2000-10-10 日産化学工業株式会社 コーリーラクトンジオールの光学分割方法
US5986095A (en) * 1992-01-06 1999-11-16 E.R. Squibb & Sons, Inc. Enantioselective preparation of halophenyl alcohols and acylates
US5447865A (en) * 1992-06-10 1995-09-05 Amprost Pharmaceutical, Inc. Method of resolution of hydroxy substituted cyclopentanone enantiomers using lipase and lithium salt complexation
DE4329293A1 (de) * 1993-08-31 1995-03-02 Basf Ag Lipase katalysierte Acylierung von Alkoholen mit Diketenen
AT401385B (de) * 1994-03-30 1996-08-26 Chemie Linz Gmbh Enzymatische racematspaltung asymmetrischer alkohole mittels vinylestern mehrbasiger carbonsäuren
DE4414273A1 (de) * 1994-04-23 1995-10-26 Chemie Linz Deutschland Enzymatische Racematspaltung asymmetrischer Alkohole mittels Vinylestern mehrbasiger Carbonsäuren
AU2758899A (en) 1998-02-17 1999-08-30 G.D. Searle & Co. Process for the enzymatic resolution of lactams
US5989900A (en) * 1998-08-19 1999-11-23 Development Center Of Biotechnology Process for preparing optically active allylic alcohol derivatives
ES2159231B1 (es) * 1999-04-09 2002-05-16 Smithkline Beecham Sa Procedimiento de resolucion de mezclas enantiomericas de alcoholes catalizada por lipasas.
JP2003523728A (ja) * 1999-05-05 2003-08-12 コグニス・ドイチュラント・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング ポリオールの選択的エステル化のための方法
DE60124616T2 (de) * 2000-05-08 2007-09-13 Pfizer Products Inc., Groton Enzymatische Spaltung von selektiven Modulatoren des Östrogenrezeptors
EP1434870B1 (de) * 2001-09-25 2006-12-27 F. Hoffmann-La Roche Ag Enzymatisches verfahren zur herstellung von substituierter 2-amino-3-(2-amino-phenylsulfanyl)-propionsäure
WO2004080963A1 (en) * 2003-03-13 2004-09-23 Ciba Specialty Chemicals Holding Inc. Process for the preparation of indole derivatives by enzymatic acylation
JP4928946B2 (ja) * 2004-11-16 2012-05-09 高砂香料工業株式会社 光学活性化合物の製造方法
EP2218788B1 (de) * 2006-01-18 2016-08-24 Shih-Yi Wei Verfahren zur Herstellung von optisch aktiven Cyclopentenonen
US8546114B2 (en) * 2006-01-18 2013-10-01 Chirogate International Inc. Processes for the preparation of optically active cyclopentenones and cyclopentenones prepared therefrom
AR071312A1 (es) 2008-04-09 2010-06-09 Scinopharm Taiwan Ltd Proceso para la preparacion de analogos de prostaglandina y sus intermediarios
ES2574606T3 (es) * 2009-11-26 2016-06-21 National Taiwan University Una sustancia activa contra el cáncer de Antrodia camphorata, método de preparación de la misma y uso de la misma
ES2554563B2 (es) * 2014-05-05 2016-08-16 Universidad De Sevilla Cepas bacterianas y sus usos en reacciones de acilación y/o desacilación
CN114891836A (zh) * 2022-05-31 2022-08-12 重庆张邦医药科技有限责任公司 一种手性二茂铁衍生物的制备方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4511655A (en) * 1981-11-19 1985-04-16 Sumitomo Chemical Company, Limited Process for producing 4-cyclopentenones
EP0149674B1 (de) * 1983-03-18 1988-08-10 Sumitomo Chemical Company, Limited Verfahren zur optisch-biochemischen auflösung eines cyclopentenolonabkömmlings
DE3785697T2 (de) * 1986-05-29 1993-08-19 Sumitomo Chemical Co Herstellung von cyclopentenonen.
US4916074A (en) * 1986-10-30 1990-04-10 Chisso Corporation Process for producing optically active compounds
IT1198266B (it) * 1986-12-30 1988-12-21 Montedison Spa Processo per la separazione enzimatica degli isomeri ottici di derivati ossazolidinonici racemi
DD264707A1 (de) * 1987-10-23 1989-02-08 Akad Wissenschaften Ddr Verfahren zur herstellung von (1r,4s)-4-acyloxy-1-hydroxycyclopent-2-enen
EP0337920B1 (de) * 1988-04-14 1995-08-16 Hoechst Aktiengesellschaft Verfahren zur hochregioselektiven Veresterung und Esterspaltung an ungesättigten Zuckerverbindungen mit Hilfe von Lipasen und Esterasen und mit diesem Verfahren herstellbare Produkte

Also Published As

Publication number Publication date
DE68929190D1 (de) 2000-05-11
DE68929190T2 (de) 2000-09-21
US5106750A (en) 1992-04-21
ATE191509T1 (de) 2000-04-15
ES2061844T3 (es) 1994-12-16
JP2843606B2 (ja) 1999-01-06
DE68913393T2 (de) 1994-07-14
EP0560408B1 (de) 2000-04-05
EP0357009A3 (en) 1990-12-19
EP0357009A2 (de) 1990-03-07
JPH02167098A (ja) 1990-06-27
EP0560408A1 (de) 1993-09-15
KR910004809A (ko) 1991-03-29
EP0357009B1 (de) 1994-03-02
CA1341217C (en) 2001-04-24
ES2145017T3 (es) 2000-07-01

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Legal Events

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8364 No opposition during term of opposition
8339 Ceased/non-payment of the annual fee