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KR940000459A - (r,s)-3-퀴누클리디놀의 에난티오머 증가방법 - Google Patents

(r,s)-3-퀴누클리디놀의 에난티오머 증가방법 Download PDF

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Publication number
KR940000459A
KR940000459A KR1019930010238A KR930010238A KR940000459A KR 940000459 A KR940000459 A KR 940000459A KR 1019930010238 A KR1019930010238 A KR 1019930010238A KR 930010238 A KR930010238 A KR 930010238A KR 940000459 A KR940000459 A KR 940000459A
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KR
South Korea
Prior art keywords
quinuclidinol
fatty acid
acid anhydride
lower fatty
enantiomers
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KR1019930010238A
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English (en)
Inventor
씨. 머치모아 데이비드
Original Assignee
켈리 엘. 스미스
밴드 리서치 인코퍼레이티드
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Application filed by 켈리 엘. 스미스, 밴드 리서치 인코퍼레이티드 filed Critical 켈리 엘. 스미스
Publication of KR940000459A publication Critical patent/KR940000459A/ko

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    • 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
    • C12P17/18—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing at least two hetero rings condensed among themselves or condensed with a common carbocyclic ring system, e.g. rifamycin
    • C12P17/182—Heterocyclic compounds containing nitrogen atoms as the only ring heteroatoms in the condensed system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
    • C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
    • 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
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S435/00—Chemistry: molecular biology and microbiology
    • Y10S435/8215—Microorganisms
    • Y10S435/822—Microorganisms using bacteria or actinomycetales
    • Y10S435/832—Bacillus
    • Y10S435/836—Bacillus licheniformis
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S435/00—Chemistry: molecular biology and microbiology
    • Y10S435/8215—Microorganisms
    • Y10S435/822—Microorganisms using bacteria or actinomycetales
    • Y10S435/832—Bacillus
    • Y10S435/839—Bacillus subtilis

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Analytical Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

3-퀴누클리디놀의 에난티오머 증가방법을 나타내며, 알코올의 산 무수물 에스테르화 반응을 구성하고, 서브티리신(subtilisin) 프로테아제와의 우선적인 효소 가수분해를 상술했다.

Description

(R,S)-3-퀴놀클리디놀의 에난티오머 증가방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 본 발명 방법의 반응도표를 체계적으로 보여주고 있다.

Claims (5)

  1. 하기의 (a)공정, (b)공정, (c)공정 단계로 처리함을 특질으로 하는 키랄 퀴누클리디놀의 에난티오머 증가방법.
    (a) 위 청구범위 1항의 키랄 퀴누클리디놀의 에난티오머 증가 방법에 있어서, 저급 지방산 무수물을 가지고 상응하는 (R,S) -저급 지방산 에스테르를 생성시키기 위해서 (R,S)-3-퀴누클리디놀 혼합물을 아실화하는 공정, (b) 우선적으로 (S)-에스테르를 한 종류의 서브티리신(subtilishin)프토테아제를 통해서 (S)-3-퀴누클리디놀로 가수분해시키는 공정, (c) (S)-3-퀴누클리디놀 또는 3-퀴누클리디놀의 (R)-저급지방산 에스테르를 분리하는 공정.
  2. 제1항에 있어서, 지방산 무수물이 지방산내에 3개 내지 4개의 탄소 원자를 포함하는 방법.
  3. 제2항에 있어서, 지방산 무수물이 부티릭산 무수물임을 특징으로 하는 방법.
  4. 제1항에 있어서, 3-퀴누클리디놀의 (R) -저급 지방산 에스테르의 분리가 용매추출에 의해 행해지는 방법
  5. 제4항에 있어서, 상술한 (R)-저급 지방산 에스테르의 분리와 같이 알코올로 가수분해되는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019930010238A 1992-06-19 1993-06-07 (r,s)-3-퀴누클리디놀의 에난티오머 증가방법 KR940000459A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/901,553 US5215918A (en) 1992-06-19 1992-06-19 Enantiomeric enrichment of (R,S)-3-quinuclidinol
US7/901,553 1992-06-19

Publications (1)

Publication Number Publication Date
KR940000459A true KR940000459A (ko) 1994-01-03

Family

ID=25414409

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019930010238A KR940000459A (ko) 1992-06-19 1993-06-07 (r,s)-3-퀴누클리디놀의 에난티오머 증가방법

Country Status (6)

Country Link
US (1) US5215918A (ko)
EP (1) EP0577253A3 (ko)
JP (1) JPH0656830A (ko)
KR (1) KR940000459A (ko)
AU (1) AU659058B2 (ko)
CA (1) CA2093890A1 (ko)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8599297B2 (en) 2005-06-03 2013-12-03 Cedar Crest Partners Inc. Multi-dimensional imaging system and method

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2165996C (en) * 1995-12-22 2002-01-29 Murray Douglas Bailey Stereoselective preparation of 2-substituted succinic derivatives
DE59605542D1 (de) * 1996-01-19 2000-08-10 Lonza Ag Verfahren zur Herstellung von optisch aktivem 3-Chinuclidinol
JP3129663B2 (ja) * 1996-11-05 2001-01-31 三菱レイヨン株式会社 光学活性３−キヌクリジノール誘導体の製造法
JPH10243795A (ja) * 1997-03-04 1998-09-14 Daicel Chem Ind Ltd 光学活性キヌクリジノールの製造方法
DE60217145T2 (de) 2001-09-25 2007-10-25 F. Hoffmann-La Roche Ag Enzymatisches verfahren zur herstellung von substituierter 2-amino-3-(2-amino-phenylsulfanyl)-propionsäure
JP2003230398A (ja) * 2001-12-07 2003-08-19 Daicel Chem Ind Ltd 光学活性アルコールの製造方法
EP1318200A3 (en) * 2001-12-07 2004-04-07 Daicel Chemical Industries, Ltd. Methods for producing optically active alcohols
US7608710B2 (en) * 2005-06-07 2009-10-27 Omnova Solutions Inc. Cationic surfactants
US20140147896A1 (en) 2010-07-14 2014-05-29 Cadila Healthcare Limited Enzyme for the production of optically pure 3-quinuclidinol
DE102013104418B4 (de) 2013-04-30 2018-09-27 Cambrex Iep Gmbh Biokatalytisches Verfahren für die Herstellung von (R)-3-Chinuclidinol

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL44707A (en) * 1974-04-24 1978-10-31 Mordechai Sokolovsky Process for the preparation of(+)enatiomers of 3-alkanoyloxy quinuclidines,new (+) acetoxy quinuclidine, salts thereof and ophthalmic compositions containing them
DE3638762A1 (de) * 1986-11-13 1988-05-26 Schering Ag Racematspaltung von 7(alpha)-acyloxy-6ss-hydroxy-methyl-2-oxabicyclo (3.3.0)octan-3-onen durch stereospezifische enzymatische acylat-hydrolyse

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8599297B2 (en) 2005-06-03 2013-12-03 Cedar Crest Partners Inc. Multi-dimensional imaging system and method

Also Published As

Publication number Publication date
EP0577253A3 (en) 1995-04-05
US5215918A (en) 1993-06-01
AU659058B2 (en) 1995-05-04
AU3832093A (en) 1993-12-23
JPH0656830A (ja) 1994-03-01
EP0577253A2 (en) 1994-01-05
CA2093890A1 (en) 1993-12-20

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