WO2012093411A3 - Process for the preparation of r-(-)-3- (carbamoylmethyl)-5-methylhexanoic acid and the intermediates - Google Patents

Process for the preparation of r-(-)-3- (carbamoylmethyl)-5-methylhexanoic acid and the intermediates Download PDF

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Publication number
WO2012093411A3
WO2012093411A3 PCT/IN2012/000024 IN2012000024W WO2012093411A3 WO 2012093411 A3 WO2012093411 A3 WO 2012093411A3 IN 2012000024 W IN2012000024 W IN 2012000024W WO 2012093411 A3 WO2012093411 A3 WO 2012093411A3
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WO
WIPO (PCT)
Prior art keywords
carbamoylmethyl
methylhexanoic acid
intermediates
preparation
compound
Prior art date
Application number
PCT/IN2012/000024
Other languages
French (fr)
Other versions
WO2012093411A2 (en
Inventor
Braja Sundar Pradhan Dr.
Original Assignee
Dr Braja Sundar Pradhan
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 Dr Braja Sundar Pradhan filed Critical Dr Braja Sundar Pradhan
Publication of WO2012093411A2 publication Critical patent/WO2012093411A2/en
Publication of WO2012093411A3 publication Critical patent/WO2012093411A3/en

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Classifications

    • 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
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/16—Preparation of optical isomers
    • C07C231/18—Preparation of optical isomers by stereospecific synthesis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/16—Preparation of optical isomers
    • C07C231/20—Preparation of optical isomers by separation of optical isomers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention provides a process for resolution of R (±) - 3- (carbamoylmethyl)-5-methylhexanoic acid I to form enantiomerically pure form of compound of formula (I), the said process comprises resolution of racemic mixture of compound of formula (II) with cinchona class of alkaloids or amines. The invention also provides for a process for preparing (S)-3-(aminomethyl)-5- methylhexanoic acid from R (-)-3-(carbamoylmethyl)-5-methylhexanoic acid I.
PCT/IN2012/000024 2011-01-07 2012-01-09 Process for the preparation of r-(-)-3- (carbamoylmethyl)-5-methylhexanoic acid and the intermediates WO2012093411A2 (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
IN57CH2011 2011-01-07
IN57/CHE/2011 2011-01-07
IN3398CH2010 2011-01-12
IN3398/CHE/2010 2011-01-12
IN2484/CHE/2011 2011-07-20
IN2484CH2011 2011-07-20

Publications (2)

Publication Number Publication Date
WO2012093411A2 WO2012093411A2 (en) 2012-07-12
WO2012093411A3 true WO2012093411A3 (en) 2012-09-07

Family

ID=45974476

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2012/000024 WO2012093411A2 (en) 2011-01-07 2012-01-09 Process for the preparation of r-(-)-3- (carbamoylmethyl)-5-methylhexanoic acid and the intermediates

Country Status (1)

Country Link
WO (1) WO2012093411A2 (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104447512A (en) * 2014-11-26 2015-03-25 太仓运通生物化工有限公司 Preparation method of 3, 3-pentamethylene glutarimide
CN104557577B (en) * 2014-12-26 2016-08-17 上海臣邦医药科技有限公司 High-purity (+)-Pregabalin and (-) preparation method of-Pregabalin
CN104803869A (en) * 2015-03-27 2015-07-29 浙江华海药业股份有限公司 Method for preparing 3-carbamoymethyl-5-methylhexanoic acid without solvent reaction
CN105348123A (en) * 2015-11-26 2016-02-24 太仓运通生物化工有限公司 Method for synthesizing Pregabalin by taking gamma-isobutylglutaric anhydride as intermediate
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
CN112745240A (en) * 2021-01-19 2021-05-04 宁波酶赛生物工程有限公司 Recrystallization method of high-selectivity pregabalin intermediate
CN118515637A (en) * 2024-05-17 2024-08-20 合亚医药科技(武汉)有限公司 Method for synthesizing 3-substituted glutaric acid by one-pot method

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008117305A2 (en) * 2007-03-28 2008-10-02 Glenmark Pharmaceuticals Limited A novel process for preparing pregabalin and its acid addition salts
WO2009004643A2 (en) * 2007-05-08 2009-01-08 Cadila Healthcare Limited An improved process for preparation of (s)-pregabalin and intermediates thereof
US20100292506A1 (en) * 2009-05-07 2010-11-18 Dipharma Francis S.R.L. Process for the synthesis of pregabalin

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008117305A2 (en) * 2007-03-28 2008-10-02 Glenmark Pharmaceuticals Limited A novel process for preparing pregabalin and its acid addition salts
WO2009004643A2 (en) * 2007-05-08 2009-01-08 Cadila Healthcare Limited An improved process for preparation of (s)-pregabalin and intermediates thereof
US20100292506A1 (en) * 2009-05-07 2010-11-18 Dipharma Francis S.R.L. Process for the synthesis of pregabalin

Also Published As

Publication number Publication date
WO2012093411A2 (en) 2012-07-12

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