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MX2010012698A - Proceso para la hidrolisis enzimatica estereoselectiva del ester del acido 5-metil-3-nitro-metil-hexanoico. - Google Patents

Proceso para la hidrolisis enzimatica estereoselectiva del ester del acido 5-metil-3-nitro-metil-hexanoico.

Info

Publication number
MX2010012698A
MX2010012698A MX2010012698A MX2010012698A MX2010012698A MX 2010012698 A MX2010012698 A MX 2010012698A MX 2010012698 A MX2010012698 A MX 2010012698A MX 2010012698 A MX2010012698 A MX 2010012698A MX 2010012698 A MX2010012698 A MX 2010012698A
Authority
MX
Mexico
Prior art keywords
nitromethyl
methyl
hexanoic acid
acid ester
enzymatic hydrolysis
Prior art date
Application number
MX2010012698A
Other languages
English (en)
Inventor
Albert Martin
Berger Andreas
Zepeck Ferdinand
Riethorst Waander
Schwab Helmut
Luschnig Daniel
Remler Peter
Salchenegger Joerg
Osl Doris
Desouza Dominic
Original Assignee
Sandoz Ag
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 Sandoz Ag filed Critical Sandoz Ag
Publication of MX2010012698A publication Critical patent/MX2010012698A/es

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    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/06Preparation of nitro compounds
    • C07C201/12Preparation of nitro compounds by reactions not involving the formation of nitro groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/50Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C205/51Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04Formation of amino groups in compounds containing carboxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/08Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen 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
    • C12P13/00Preparation of nitrogen-containing organic compounds
    • C12P13/008Preparation of nitrogen-containing organic compounds containing a N-O bond, e.g. nitro (-NO2), nitroso (-NO)
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biochemistry (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biotechnology (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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La presente invención se refiere a procesos para la preparación del éster del ácido 5-metil-3-nitro-metil-hexanoico y sus sales. También se dan a conocer procesos para la preparación de la sal del ácido 5-metil-3-nitro-metil-hexanoico, y un proceso para la preparación del ácido 3-(amino-metil)-5-metil-hexanoico. También se dan a conocer el ácido (S)-5-metil-3-nitro-metil-hexanoico o el ácido (R)-5-metil-3-nitro-metil-hexanoico en una forma enantioenriquecida o en una forma enantiopura, y un compuesto, es decir, de la fórmula (XIII): (ver fórmula (XIII)) en una forma racémica, en una forma enantioenriquecida, o en una forma enantiopura.
MX2010012698A 2008-05-21 2009-05-19 Proceso para la hidrolisis enzimatica estereoselectiva del ester del acido 5-metil-3-nitro-metil-hexanoico. MX2010012698A (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US12837108P 2008-05-21 2008-05-21
PCT/EP2009/056099 WO2009141362A2 (en) 2008-05-21 2009-05-19 Process for the stereoselective enzymatic hydrolysis of 5-methyl-3-nitromethyl-hexanoic acid ester

Publications (1)

Publication Number Publication Date
MX2010012698A true MX2010012698A (es) 2011-03-15

Family

ID=41319680

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2010012698A MX2010012698A (es) 2008-05-21 2009-05-19 Proceso para la hidrolisis enzimatica estereoselectiva del ester del acido 5-metil-3-nitro-metil-hexanoico.

Country Status (13)

Country Link
US (1) US8546112B2 (es)
EP (1) EP2294207B1 (es)
KR (1) KR20110025917A (es)
CN (1) CN102099482B (es)
AU (1) AU2009248750B2 (es)
BR (1) BRPI0913094A2 (es)
CA (1) CA2724828C (es)
EA (1) EA019285B1 (es)
IL (1) IL209271A (es)
MX (1) MX2010012698A (es)
SI (1) SI2294207T1 (es)
UA (1) UA103997C2 (es)
WO (1) WO2009141362A2 (es)

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US20090312560A1 (en) * 2008-06-10 2009-12-17 Lambertus Thijs Processes for making pregabalin and intermediates therefor
CN103833562B (zh) * 2013-12-04 2015-08-12 惠州市莱佛士制药技术有限公司 一种不对称合成普瑞巴林的制备方法
US9745249B2 (en) 2014-06-12 2017-08-29 Siegfried Ltd. Method for the preparation of beta-substituted gamma-amino carboxylic acids
WO2016075082A1 (en) 2014-11-10 2016-05-19 Sandoz Ag Stereoselective reductive amination of alpha-chiral aldehydes using omega-transaminases for the synthesis of precursors of pregabalin and brivaracetam
EP3088383A1 (de) * 2015-04-29 2016-11-02 K.H.S. Pharma Holding GmbH Optimierte synthese von pregabalin sowie 4-aminobutansäuren unter einsatz eines verbesserten herstellverfahrens von konjugierten nitroalkenen
CN108358799B (zh) * 2018-04-24 2020-11-10 贵州师范大学 一种普瑞巴林的制备方法
EP3819290A4 (en) * 2018-06-06 2022-01-26 Zhejiang Huahai Pharmaceutical Co., Ltd METHOD FOR THE PREPARATION OF PREGABALIN
CN108997128B (zh) * 2018-08-03 2021-02-02 浙江工业大学 一种普瑞巴林中间体3-硝甲基-5-甲基己酸乙酯的制备方法
CN109503403B (zh) * 2018-12-21 2021-11-16 卓和药业集团股份有限公司 一种普瑞巴林的拆分方法
CN110256229A (zh) * 2019-07-29 2019-09-20 常州工程职业技术学院 一种制备3-异丁基戊二酸的方法
CN110803994B (zh) * 2019-11-19 2023-06-30 陕西科技大学 一种普瑞巴林中间体3-硝基亚甲基-5-甲基-己酸乙酯的合成方法
CN110803993B (zh) * 2019-11-19 2023-06-30 陕西科技大学 一种普瑞巴林中间体2-羧乙基-3-硝基亚甲基-5-甲基己酸乙酯的合成方法
CN110862322B (zh) * 2019-11-19 2023-06-30 陕西科技大学 一种普瑞巴林中间体2-乙酰基-3-硝基亚甲基-5-甲基-己酸乙酯的合成方法
EP4103168A4 (en) * 2020-02-14 2024-04-24 Council Of Scientific & Industrial Research PROCESS FOR PREPARING GAMMA-AMINO-BUTYRIC ACIDS AND THEIR ANALOGS

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Also Published As

Publication number Publication date
CN102099482A (zh) 2011-06-15
AU2009248750B2 (en) 2015-05-21
CA2724828A1 (en) 2009-11-26
EA019285B1 (ru) 2014-02-28
US8546112B2 (en) 2013-10-01
WO2009141362A3 (en) 2010-04-15
US20110165636A1 (en) 2011-07-07
SI2294207T1 (sl) 2013-01-31
IL209271A (en) 2015-05-31
EA201001671A1 (ru) 2011-10-31
CN102099482B (zh) 2014-04-16
AU2009248750A1 (en) 2009-11-26
IL209271A0 (en) 2011-01-31
KR20110025917A (ko) 2011-03-14
CA2724828C (en) 2016-01-12
UA103997C2 (ru) 2013-12-25
WO2009141362A2 (en) 2009-11-26
EP2294207B1 (en) 2012-09-26
EP2294207A2 (en) 2011-03-16
BRPI0913094A2 (pt) 2015-08-11

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