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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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
    • 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
    • C12P41/005—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 carboxylic acid groups in the enantiomers or the inverse reaction
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/06—Preparation of nitro compounds
    • C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/50—Compounds 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
    • C07C205/51—Compounds 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04—Formation of amino groups in compounds containing carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds 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
    • C07C229/04—Compounds 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
    • C07C229/06—Compounds 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
    • C07C229/08—Compounds 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation 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
    • C07C67/343—Preparation 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46—Heterocyclic 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
    • 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
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/008—Preparation of nitrogen-containing organic compounds containing a N-O bond, e.g. nitro (-NO2), nitroso (-NO)
    • 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

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
WO2015189068A1 (en) 2014-06-12 2015-12-17 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
WO2019232708A1 (zh) * 2018-06-06 2019-12-12 浙江华海药业股份有限公司 一种制备普瑞巴林的方法
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
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
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
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
WO2021161346A1 (en) * 2020-02-14 2021-08-19 Council Of Scientific And Industrial Research Process for the preparation of gamma amino butyric acids and analogs thereof

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KR20080036060A (ko) 2006-05-31 2008-04-24 테바 파마슈티컬 인더스트리즈 리미티드 프레가발린의 중간체의 제조에 효소 분할을 이용하는 방법
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Also Published As

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

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