ES2061844T3 - Sintesis enantio- y regioselectivas de compuestos organicos empleando esteres enolicos como reactivos de transacilacion irreversible. - Google Patents

Sintesis enantio- y regioselectivas de compuestos organicos empleando esteres enolicos como reactivos de transacilacion irreversible.

Info

Publication number
ES2061844T3
ES2061844T3 ES89115956T ES89115956T ES2061844T3 ES 2061844 T3 ES2061844 T3 ES 2061844T3 ES 89115956 T ES89115956 T ES 89115956T ES 89115956 T ES89115956 T ES 89115956T ES 2061844 T3 ES2061844 T3 ES 2061844T3
Authority
ES
Spain
Prior art keywords
reagents
enantio
organic compounds
irreversible
regioselective synthesis
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 - Lifetime
Application number
ES89115956T
Other languages
English (en)
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 ES2061844T3 publication Critical patent/ES2061844T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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)
  • Steroid Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Saccharide Compounds (AREA)

Abstract

UN PROCESO PARA ACILACION CATALIZADA DE ENZIMA ETEROSELECTIVA Y REGIO-IRREVERSIBLE DE ALCOHOLES USANDO ESTERES DE ENOL COMO REAGENTES, ACILATINANTES ES DESCRITO. LA PRESENTE INVENCION PERMITE LA MODIFICACION SELECTIVA DE GRUPOS HIDROXILOS DE ALCOHOLES MESO Y CIRAL, INCLUYENDO AZUCARES, ORGANOMETALICOS Y GLUCOSAS. EL ENOL SE LIBERA RAPIDAMENTE DE UNA SOBRE TRANSESTERIFICACION TAUTOMERIZADA AL CORRESPONDIENTE ALDEHIDO VOLATIL O QUETONA DEL MISMO PREVINIENDO LA REACCION REVERSA AL OCURRIR.
ES89115956T 1988-08-30 1989-08-30 Sintesis enantio- y regioselectivas de compuestos organicos empleando esteres enolicos como reactivos de transacilacion irreversible. Expired - Lifetime ES2061844T3 (es)

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 (1)

Publication Number Publication Date
ES2061844T3 true ES2061844T3 (es) 1994-12-16

Family

ID=26931593

Family Applications (2)

Application Number Title Priority Date Filing Date
ES89115956T Expired - Lifetime ES2061844T3 (es) 1988-08-30 1989-08-30 Sintesis enantio- y regioselectivas de compuestos organicos empleando esteres enolicos como reactivos de transacilacion irreversible.
ES93107522T Expired - Lifetime ES2145017T3 (es) 1988-08-30 1989-08-30 Sintesis enantio- y regio-selectiva de compuestos organicos usando esteres enolicos como reactivos de transacilacion irreversible.

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES93107522T Expired - Lifetime ES2145017T3 (es) 1988-08-30 1989-08-30 Sintesis enantio- y regio-selectiva de compuestos organicos usando esteres enolicos como reactivos de transacilacion irreversible.

Country Status (8)

Country Link
US (1) US5106750A (es)
EP (2) EP0357009B1 (es)
JP (1) JP2843606B2 (es)
KR (1) KR910004809A (es)
AT (1) ATE191509T1 (es)
CA (1) CA1341217C (es)
DE (2) DE68913393T2 (es)
ES (2) ES2061844T3 (es)

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
US5276151A (en) * 1990-02-01 1994-01-04 Emory University Method of synthesis of 1,3-dioxolane nucleosides
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
US6069252A (en) 1990-02-01 2000-05-30 Emory University Method of resolution and antiviral activity 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
DE59108123D1 (de) * 1990-12-24 1996-10-02 Hoechst Ag 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
JP2003517266A (ja) 1998-02-17 2003-05-27 ジー・ディー・サール・アンド・カンパニー ラクタムの酵素分割方法
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.
WO2000068408A1 (de) * 1999-05-05 2000-11-16 Cognis Deutschland Gmbh Verfahren zur selektiven veresterung von polyolen
ATE346159T1 (de) * 2000-05-08 2006-12-15 Pfizer Prod Inc Enzymatische spaltung von selektiven modulatoren des östrogenrezeptors
ES2278061T3 (es) 2001-09-25 2007-08-01 F. Hoffmann-La Roche Ag Proceso enzimatico para preparacion del acido 2-amino-3-(2-amino-fenilsulfanil)-propionico sustituido.
WO2004080963A1 (en) * 2003-03-13 2004-09-23 Ciba Specialty Chemicals Holding Inc. Process for the preparation of indole derivatives by enzymatic acylation
EP1813679A4 (en) * 2004-11-16 2011-08-31 Takasago Perfumery Co Ltd PROCESS FOR PREPARING OPTICALLY ACTIVE COMPOUND
US8546114B2 (en) 2006-01-18 2013-10-01 Chirogate International Inc. Processes for the preparation of optically active cyclopentenones and cyclopentenones prepared therefrom
ATE499446T1 (de) * 2006-01-18 2011-03-15 Shih-Yi Wei Optisch aktiven cyclopentenonen zur herstellung von prostaglandinen
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
US4607013A (en) * 1983-03-18 1986-08-19 Sumitomo Chemical Company, Limited Biochemical process for optical resolution of cyclopentenolone derivatives
US4957867A (en) * 1986-05-29 1990-09-18 Sumitomo Chemical Company, Limited Production of cyclopentenones by enzyme resolution
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
ATE191509T1 (de) 2000-04-15
DE68929190D1 (de) 2000-05-11
JP2843606B2 (ja) 1999-01-06
EP0560408B1 (en) 2000-04-05
DE68913393D1 (de) 1994-04-07
EP0357009A3 (en) 1990-12-19
DE68913393T2 (de) 1994-07-14
KR910004809A (ko) 1991-03-29
CA1341217C (en) 2001-04-24
EP0357009A2 (en) 1990-03-07
EP0357009B1 (en) 1994-03-02
ES2145017T3 (es) 2000-07-01
US5106750A (en) 1992-04-21
DE68929190T2 (de) 2000-09-21
EP0560408A1 (en) 1993-09-15
JPH02167098A (ja) 1990-06-27

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