CA2276134A1 - Enzymatic resolution of benzodiazepine-acetic acid esters with a lipase - Google Patents

Enzymatic resolution of benzodiazepine-acetic acid esters with a lipase Download PDF

Info

Publication number
CA2276134A1
CA2276134A1 CA002276134A CA2276134A CA2276134A1 CA 2276134 A1 CA2276134 A1 CA 2276134A1 CA 002276134 A CA002276134 A CA 002276134A CA 2276134 A CA2276134 A CA 2276134A CA 2276134 A1 CA2276134 A1 CA 2276134A1
Authority
CA
Canada
Prior art keywords
methyl
benzodiazepine
oxo
tetrahydro
acetic acid
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.)
Abandoned
Application number
CA002276134A
Other languages
English (en)
French (fr)
Inventor
Andrew Stephen Wells
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.)
SmithKline Beecham Ltd
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2276134A1 publication Critical patent/CA2276134A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D243/00Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/10Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D243/141,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/10Nitrogen as only ring hetero atom
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/16Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing two or more hetero rings
    • C12P17/165Heterorings having nitrogen atoms as the only ring heteroatoms
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/003Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/005Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of carboxylic acid groups in the enantiomers or the inverse reaction

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Genetics & Genomics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Enzymes And Modification Thereof (AREA)
CA002276134A 1996-12-27 1997-12-23 Enzymatic resolution of benzodiazepine-acetic acid esters with a lipase Abandoned CA2276134A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US3385396P 1996-12-27 1996-12-27
US60/033,853 1996-12-27
PCT/GB1997/003522 WO1998029561A1 (en) 1996-12-27 1997-12-23 Enzymatic resolution of benzodiazepine-acetic acid esters with a lipase

Publications (1)

Publication Number Publication Date
CA2276134A1 true CA2276134A1 (en) 1998-07-09

Family

ID=21872833

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002276134A Abandoned CA2276134A1 (en) 1996-12-27 1997-12-23 Enzymatic resolution of benzodiazepine-acetic acid esters with a lipase

Country Status (17)

Country Link
EP (1) EP0964928A1 (xx)
JP (1) JP2001507231A (xx)
KR (1) KR20000069705A (xx)
CN (1) CN1246157A (xx)
AR (1) AR010860A1 (xx)
AU (1) AU730064B2 (xx)
BR (1) BR9714099A (xx)
CA (1) CA2276134A1 (xx)
CO (1) CO4930272A1 (xx)
HU (1) HUP0002825A3 (xx)
IL (1) IL130580A0 (xx)
NO (1) NO993174D0 (xx)
NZ (1) NZ336376A (xx)
PL (1) PL334293A1 (xx)
TR (1) TR199901487T2 (xx)
WO (1) WO1998029561A1 (xx)
ZA (1) ZA9711566B (xx)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
KR100378741B1 (ko) * 2000-06-01 2003-04-07 에스케이 주식회사 효소를 이용하여 R-폼 또는 S-폼의 α-치환 헤테로싸이클릭 카르복실산 및 이와 상반되는 광학특성을 갖는 α-치환 헤테로싸이클릭 카르복실산 에스테르를 제조하는 방법
JP4843812B2 (ja) * 2000-06-01 2011-12-21 エスケー バイオファーマスティカルズ カンパニー リミテッド 酵素を使用するラセミα−置換ヘテロ環式カルボン酸の光学分割方法
KR100379756B1 (ko) * 2000-10-02 2003-04-11 한국과학기술연구원 이성질체 분할방법
US6828119B2 (en) * 2001-01-04 2004-12-07 Bristol Myers Squibb Company Enzymatic deprotection of amines and hydroxides
FR2853327B1 (fr) 2003-04-04 2012-07-27 Solvay Procede pour la fabrication de derives de beta-aminoacides enantiopurs et derives de beta-aminoacides enantiopurs
KR100650798B1 (ko) * 2004-07-19 2006-11-27 (주)제이코통상 광학활성 카복실산의 제조방법
FR2876102A1 (fr) * 2004-10-04 2006-04-07 Solvay Compose heterocyclique enantiopur
KR100650797B1 (ko) * 2005-12-12 2006-11-27 (주)케미코월드 광학활성 사이클로프로판 카복사미드의 제조방법
FR2986804A1 (fr) * 2012-02-09 2013-08-16 Servier Lab Procede de synthese enzymatique de l'acide (7s) 3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-triene 7-carboxylique ou de ses esters, et application a la synthese de l'ivabradine et de ses sels
CN117363683A (zh) * 2023-10-09 2024-01-09 江苏惠利生物科技有限公司 一种脂酶苯并二氮杂-乙酸酯的酶拆分方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ243326A (en) * 1991-06-28 1995-10-26 Smithkline Beecham Corp Benzodiazepine, benzazepine; benzothiazepine and benzoxazepine derivatives; pharmaceutical compositions
SG90035A1 (en) * 1992-12-21 2002-07-23 Smithkline Beecham Corp Bicyclic fibrinogen antagonists
MA23420A1 (fr) * 1994-01-07 1995-10-01 Smithkline Beecham Corp Antagonistes bicycliques de fibrinogene.
US5529929A (en) * 1995-06-07 1996-06-25 Seprachem, Inc. Optical resolution of alkyl 1,4-benzodioxan-2-carboxylates using esterase from serratia marcescens

Also Published As

Publication number Publication date
HUP0002825A3 (en) 2002-09-30
ZA9711566B (en) 1998-06-29
WO1998029561A1 (en) 1998-07-09
CN1246157A (zh) 2000-03-01
IL130580A0 (en) 2000-06-01
AR010860A1 (es) 2000-07-12
PL334293A1 (en) 2000-02-14
EP0964928A1 (en) 1999-12-22
BR9714099A (pt) 2000-03-21
JP2001507231A (ja) 2001-06-05
KR20000069705A (ko) 2000-11-25
CO4930272A1 (es) 2000-06-27
HUP0002825A2 (hu) 2000-12-28
NZ336376A (en) 2000-11-24
AU5331498A (en) 1998-07-31
AU730064B2 (en) 2001-02-22
TR199901487T2 (xx) 1999-11-22
NO993174L (no) 1999-06-25
NO993174D0 (no) 1999-06-25

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Legal Events

Date Code Title Description
FZDE Discontinued