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ES2120881B1 - ENANTIOMERS OF 5-METHYL-1, 3-TIAZIN-2, 4-DIONA AND ITS USE IN THE INTERMEDIATE SYNTHESIS OF CHIRAL PHARMACES. - Google Patents

ENANTIOMERS OF 5-METHYL-1, 3-TIAZIN-2, 4-DIONA AND ITS USE IN THE INTERMEDIATE SYNTHESIS OF CHIRAL PHARMACES.

Info

Publication number
ES2120881B1
ES2120881B1 ES9600265A ES9600265A ES2120881B1 ES 2120881 B1 ES2120881 B1 ES 2120881B1 ES 9600265 A ES9600265 A ES 9600265A ES 9600265 A ES9600265 A ES 9600265A ES 2120881 B1 ES2120881 B1 ES 2120881B1
Authority
ES
Spain
Prior art keywords
enantiomers
methyl
chiral
synthesis
pharmaces
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.)
Expired - Lifetime
Application number
ES9600265A
Other languages
Spanish (es)
Other versions
ES2120881A1 (en
Inventor
Bayo Antonio Pallares
Morales Manuel Esteban
Jimenez Ana Maria Moreno
Almaraz Pablo Garcia
La Escalera Hueso Santiago De
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.)
Deretil SA
Original Assignee
DSM Deretil SA
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 DSM Deretil SA filed Critical DSM Deretil SA
Priority to ES9600265A priority Critical patent/ES2120881B1/en
Publication of ES2120881A1 publication Critical patent/ES2120881A1/en
Application granted granted Critical
Publication of ES2120881B1 publication Critical patent/ES2120881B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

Enantiomeros de 5-metil-1,3-tiazin-2,4-diona y su empleo en la síntesis de intermedios de fármacos quirales. Los enantiómeros de la 5-metil-1,3-tiazin-2,4-diona (I) son adecuados para la síntesis de intermedios de principios activos farmacéuticos quirales. En particular, el enantiómero S de (I) es útil para la síntesis del ácido S-(-)-3-acetiltio-2 metilpropiónico (S-AMPA), un precursor del Captopril. Esto enantiómeros pueden obtenerse por hidrólisis enzimática estereoselectiva de la 5-metil-1,3-tiazin-2,4-diona racémica en presencia de un biocatalizador que contiene enzimas capaces de hidrolizar dicha mezcla racémica de forma estereoselectiva.5-methyl-1,3-thiazin-2,4-dione enantiomers and their use in the synthesis of chiral drug intermediates. The enantiomers of 5-methyl-1,3-thiazin-2,4-dione (I) are suitable for the synthesis of intermediates of chiral pharmaceutical active ingredients. In particular, the S enantiomer of (I) is useful for the synthesis of S - (-) - 3-acetylthio-2-methylpropionic acid (S-AMPA), a precursor to Captopril. These enantiomers can be obtained by stereoselective enzymatic hydrolysis of racemic 5-methyl-1,3-thiazin-2,4-dione in the presence of a biocatalyst containing enzymes capable of hydrolyzing said racemic mixture in a stereoselective manner.

ES9600265A 1996-02-05 1996-02-05 ENANTIOMERS OF 5-METHYL-1, 3-TIAZIN-2, 4-DIONA AND ITS USE IN THE INTERMEDIATE SYNTHESIS OF CHIRAL PHARMACES. Expired - Lifetime ES2120881B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
ES9600265A ES2120881B1 (en) 1996-02-05 1996-02-05 ENANTIOMERS OF 5-METHYL-1, 3-TIAZIN-2, 4-DIONA AND ITS USE IN THE INTERMEDIATE SYNTHESIS OF CHIRAL PHARMACES.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES9600265A ES2120881B1 (en) 1996-02-05 1996-02-05 ENANTIOMERS OF 5-METHYL-1, 3-TIAZIN-2, 4-DIONA AND ITS USE IN THE INTERMEDIATE SYNTHESIS OF CHIRAL PHARMACES.

Publications (2)

Publication Number Publication Date
ES2120881A1 ES2120881A1 (en) 1998-11-01
ES2120881B1 true ES2120881B1 (en) 1999-11-16

Family

ID=8293694

Family Applications (1)

Application Number Title Priority Date Filing Date
ES9600265A Expired - Lifetime ES2120881B1 (en) 1996-02-05 1996-02-05 ENANTIOMERS OF 5-METHYL-1, 3-TIAZIN-2, 4-DIONA AND ITS USE IN THE INTERMEDIATE SYNTHESIS OF CHIRAL PHARMACES.

Country Status (1)

Country Link
ES (1) ES2120881B1 (en)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1318627C (en) * 1988-07-14 1993-06-01 Jeffrey M. Howell Enzymatic resolution process
US5128263A (en) * 1988-07-14 1992-07-07 E. R. Squibb & Sons, Inc. Enzymatic resolution process hydrolyzing thio-ester
US5177006A (en) * 1988-07-14 1993-01-05 E. R. Squibb & Sons, Inc. Enzymatic resolution process
NL8802849A (en) * 1988-11-18 1990-06-18 Stamicarbon PROCESS FOR THE ENANTIOSELECTIVE PREPARATION OF D - (-) - 3-HAL-METHYL-PROPIONIC ACID OR DERIVATIVES THEREOF AND THE PREPARATION OF CAPTOPRIL THEREOF

Also Published As

Publication number Publication date
ES2120881A1 (en) 1998-11-01

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