CO4930272A1 - Procedimiento para resolver enzimaticamente esteres del acido benzodiazepin-acetico por utilizacion de una lipasa candida antarctica - Google Patents

Procedimiento para resolver enzimaticamente esteres del acido benzodiazepin-acetico por utilizacion de una lipasa candida antarctica

Info

Publication number
CO4930272A1
CO4930272A1 CO97075096A CO97075096A CO4930272A1 CO 4930272 A1 CO4930272 A1 CO 4930272A1 CO 97075096 A CO97075096 A CO 97075096A CO 97075096 A CO97075096 A CO 97075096A CO 4930272 A1 CO4930272 A1 CO 4930272A1
Authority
CO
Colombia
Prior art keywords
lipase
alkyl
bipiperidin
methyl
acetic acid
Prior art date
Application number
CO97075096A
Other languages
English (en)
Inventor
Andrew S Wells
Original Assignee
Smithkline Beecham Plc
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 Smithkline Beecham Plc filed Critical Smithkline Beecham Plc
Publication of CO4930272A1 publication Critical patent/CO4930272A1/es

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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)

Abstract

Un procedimiento para preparar un compuesto de fórmula (I)en la que X es H, halógeno, CO2 R3 , OR~, COR5 o una cadena secundaria de antagonista de fibrinogeno o vitronectina;R2 es alquilo(C1 -C6 ), opcionalmente sustituido con Ar, Het o cicloalquilo (C1 -C6 );R3 es alquilo(C1 -C6 ) o bencilo;R4 es alquilo(C1 -C6 ), COR3 o bencilo;R5 es4,4´-bipiperidin-1-ilo,(1´-benciloxicarbonil)-4,4´-bi-piperidin-1-ilo o 1´-t-butoxicarbonil)-4,4´-bipiperidin-1-ilo;que comprende:(a) tratar un compuesto de fórmula (II):en la que R1 es alquilo(C1 -C20 ) o alquenilo (C3 -C20 ), opcionalmente sustituido con Ar, NR2 o NR3 +, en donde R es alquilo (C1 -C4 );con lipasa B de Candida Antarctica; y(b) separar el ácido carboxílico resultante, ácido 2,3,4,5-tetrahidro-4-metil-3-oxo-1H-1,4-benzodiazepina-2-acético, del correspondiente éster.Un procedimiento para preparar ácido (S)-7-[(4,4´-bipiperidin-1-il)carbonil]-2,3,4,5-tetrahidro-4-metil-3-oxo-1H-1,4-benzodiazepina-2-acético,que comprende:(a) tratar (R,S) metil 7-[(4,4´-bipiperidin-1-il)carbonil]-2,3,4,5-tetrahidro-4-metil-3-oxo-1H-1,4-benzodiazepina-2-acetato con lipasa B de Candida Antarctica; y...
CO97075096A 1996-12-27 1997-12-26 Procedimiento para resolver enzimaticamente esteres del acido benzodiazepin-acetico por utilizacion de una lipasa candida antarctica CO4930272A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US3385396P 1996-12-27 1996-12-27

Publications (1)

Publication Number Publication Date
CO4930272A1 true CO4930272A1 (es) 2000-06-27

Family

ID=21872833

Family Applications (1)

Application Number Title Priority Date Filing Date
CO97075096A CO4930272A1 (es) 1996-12-27 1997-12-26 Procedimiento para resolver enzimaticamente esteres del acido benzodiazepin-acetico por utilizacion de una lipasa candida antarctica

Country Status (17)

Country Link
EP (1) EP0964928A1 (es)
JP (1) JP2001507231A (es)
KR (1) KR20000069705A (es)
CN (1) CN1246157A (es)
AR (1) AR010860A1 (es)
AU (1) AU730064B2 (es)
BR (1) BR9714099A (es)
CA (1) CA2276134A1 (es)
CO (1) CO4930272A1 (es)
HU (1) HUP0002825A3 (es)
IL (1) IL130580A0 (es)
NO (1) NO993174L (es)
NZ (1) NZ336376A (es)
PL (1) PL334293A1 (es)
TR (1) TR199901487T2 (es)
WO (1) WO1998029561A1 (es)
ZA (1) ZA9711566B (es)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE69914458T2 (de) 1998-02-17 2004-10-28 G.D. Searle & Co., Chicago Verfahren zur enzymatischen auflösung von laktamen
WO2001092553A1 (en) * 2000-06-01 2001-12-06 Sk Corporation Method for optically resolving a racemic alpha-substituted heterocyclic carboxylic acid using enzyme
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
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
ZA924760B (en) * 1991-06-28 1993-03-31 Smithkline Beecham Corp Bicyclic fibrinogen antagonists
DE69332860T2 (de) * 1992-12-21 2004-03-11 Smithkline Beecham Corp. Bicyklische fibrinogen antagoniste
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
KR20000069705A (ko) 2000-11-25
WO1998029561A1 (en) 1998-07-09
HUP0002825A3 (en) 2002-09-30
JP2001507231A (ja) 2001-06-05
EP0964928A1 (en) 1999-12-22
CN1246157A (zh) 2000-03-01
NZ336376A (en) 2000-11-24
TR199901487T2 (xx) 1999-11-22
HUP0002825A2 (hu) 2000-12-28
AU730064B2 (en) 2001-02-22
AR010860A1 (es) 2000-07-12
CA2276134A1 (en) 1998-07-09
BR9714099A (pt) 2000-03-21
NO993174D0 (no) 1999-06-25
IL130580A0 (en) 2000-06-01
PL334293A1 (en) 2000-02-14
NO993174L (no) 1999-06-25
AU5331498A (en) 1998-07-31
ZA9711566B (en) 1998-06-29

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