ES2050067B1 - PROCESS FOR THE PRODUCTION OF ACID S - (+) - 2- (3-BENZOILFENIL) PROPIONICO BY ENANTIOSELECTIVE TRANSESTERIFICATION WITH AN ENZYMATICALLY CATALYZED BIFUNCTIONAL ALCOHOL IN ORGANIC ENVIRONMENT. - Google Patents

PROCESS FOR THE PRODUCTION OF ACID S - (+) - 2- (3-BENZOILFENIL) PROPIONICO BY ENANTIOSELECTIVE TRANSESTERIFICATION WITH AN ENZYMATICALLY CATALYZED BIFUNCTIONAL ALCOHOL IN ORGANIC ENVIRONMENT.

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Publication number
ES2050067B1
ES2050067B1 ES9201191A ES9201191A ES2050067B1 ES 2050067 B1 ES2050067 B1 ES 2050067B1 ES 9201191 A ES9201191 A ES 9201191A ES 9201191 A ES9201191 A ES 9201191A ES 2050067 B1 ES2050067 B1 ES 2050067B1
Authority
ES
Spain
Prior art keywords
benzoilfenil
acid
propionico
production
organic environment
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 - Fee Related
Application number
ES9201191A
Other languages
Spanish (es)
Other versions
ES2050067A1 (en
Inventor
Germano Carganico
Casellas David Mauleon
Benet Albert Palomer
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.)
Laboratorios Menarini SA
Original Assignee
Laboratorios Menarini 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 Laboratorios Menarini SA filed Critical Laboratorios Menarini SA
Priority to ES9201191A priority Critical patent/ES2050067B1/en
Priority to PCT/EP1993/001322 priority patent/WO1993025704A1/en
Priority to AT93912796T priority patent/ATE161890T1/en
Priority to AU43182/93A priority patent/AU4318293A/en
Priority to EP93912796A priority patent/EP0672165B1/en
Priority to DE69316238T priority patent/DE69316238D1/en
Publication of ES2050067A1 publication Critical patent/ES2050067A1/en
Application granted granted Critical
Publication of ES2050067B1 publication Critical patent/ES2050067B1/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Abstract

PROCESO PARA LA PRODUCCION DE ACIDO S-(+)-2-(3-BENZOILFENIL) PROPIONICO POR TRANSESTERIFICACION ENANTIOSELECTIVA CON UN ALCOHOL BIFUNCIONAL CATALIZADA ENZIMATICAMENTE EN MEDIO ORGANICO. LA PRESENTE INVENCION CORRESPONDE A UN PROCEDIMIENTO PARA LA OBTENCION DEL ACIDO S-(+)-2-(3-BENZOILFENIL) PROPIONICO POR TRANSESTERIFICACION ESTEREOSELECTIVA DEL ENANTIOMERO R DE UN ESTER ACTIVADO DEL ACIDO RACEMICO 2-(3-BENZOILFENIL) PROPIONICO, CATALIZADA POR UNA LIPASA. LA REACCION SE LLEVA A CABO EN MEDIO ORGANICO USANDO UN ALCOHOL BIFUNCIONAL QUE POSIBILITE LA ULTERIOR SEPARACION DE AMBOS ESTERES, EL DE PARTIDA Y EL PRODUCIDO EN LA REACCION. LA SEPARACION DEL ESTER REMANENTE DE CONFIGURACION S SE LLEVA A CABO APROVECHANDO LAS PROPIEDADES DE LA SEGUNDA FUNCIONALIDAD DEL ALCOHOL. UNA VEZ SEPARADOS, EL ESTER ACTIVADO REMANENTE, DE CONFIGURACION S SE HIDROLIZA AL ACIDO S-(+)-2-(3-BENZOILFENIL) PROPIONICO EN MEDIO ACUOSO. EL COMPUESTO DEL TITULO ASI COMO SUS SALES FARMACEUTICAMENTE ACEPTABLES TIENEN PROPIEDADES ANTI-INFLAMATORIAS Y ANALGESICAS.PROCESS FOR THE PRODUCTION OF ACID S - (+) - 2- (3-BENZOILFENIL) PROPIONICO BY ENANTIOSELECTIVE TRANSESTERIFICATION WITH AN ENZYMATICALLY CATALYZED BIFUNCTIONAL ALCOHOL IN ORGANIC ENVIRONMENT. THE PRESENT INVENTION CORRESPONDS TO A PROCEDURE FOR THE OBTAINING OF THE S - (+) - 2- (3-BENZOILFENIL) ACID PROPIONIC BY STEREOSELECTIVE TRANSESTERIFICATION OF THE ENANTIOMER R OF AN ACTIVATED ESTER OF THE RACEMIC ACID, PROPYCAL-3-BENZOILFENIL) A LIPASE. THE REACTION IS CARRIED OUT IN ORGANIC ENVIRONMENT USING A BIFUNCTIONAL ALCOHOL THAT POSSIBILITIES THE FURTHER SEPARATION OF BOTH ESTERS, THE ONE OF START AND THE ONE PRODUCED IN THE REACTION. THE SEPARATION OF THE REMAINING CONFIGURATION ESTER IS CARRIED OUT TAKING ADVANTAGE OF THE PROPERTIES OF THE SECOND FUNCTIONALITY OF ALCOHOL. ONCE SEPARATED, THE REMAINING ACTIVATED ESTER OF CONFIGURATION S HYDROLYSISES THE A - ACID S - (+) - 2- (3-BENZOILFENIL) PROPIONIC IN AQUEOUS MEDIUM. THE TITLE COMPOUND AS WELL AS ITS PHARMACEUTICALLY ACCEPTABLE SALTS HAVE ANTI-INFLAMMATORY AND ANALGESICAL PROPERTIES.

ES9201191A 1992-06-08 1992-06-08 PROCESS FOR THE PRODUCTION OF ACID S - (+) - 2- (3-BENZOILFENIL) PROPIONICO BY ENANTIOSELECTIVE TRANSESTERIFICATION WITH AN ENZYMATICALLY CATALYZED BIFUNCTIONAL ALCOHOL IN ORGANIC ENVIRONMENT. Expired - Fee Related ES2050067B1 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
ES9201191A ES2050067B1 (en) 1992-06-08 1992-06-08 PROCESS FOR THE PRODUCTION OF ACID S - (+) - 2- (3-BENZOILFENIL) PROPIONICO BY ENANTIOSELECTIVE TRANSESTERIFICATION WITH AN ENZYMATICALLY CATALYZED BIFUNCTIONAL ALCOHOL IN ORGANIC ENVIRONMENT.
PCT/EP1993/001322 WO1993025704A1 (en) 1992-06-08 1993-05-26 A process for the preparation of s-(+)-2-(3-benzoylphenyl)propionic acid by enzyme-catalysed enantioselective transesterification in an organic solvent
AT93912796T ATE161890T1 (en) 1992-06-08 1993-05-26 METHOD FOR PRODUCING S-(+)-2-(- 3BENZOYLPHENYL)PROPIONIC ACID BY ENZYME-CATALYzed ENANTHIOSELECTIVE TRANSESTERATION IN AN ORGANIC SOLVENT.
AU43182/93A AU4318293A (en) 1992-06-08 1993-05-26 A process for the preparation of s-(+)-2-(3-benzoylphenyl)propionic acid by enzyme-catalysed enantioselective transesterification in an organic solvent
EP93912796A EP0672165B1 (en) 1992-06-08 1993-05-26 A process for the preparation of s-(+)-2-(3-benzoylphenyl)propionic acid by enzyme-catalysed enantioselective transesterification in an organic solvent
DE69316238T DE69316238D1 (en) 1992-06-08 1993-05-26 METHOD FOR PRODUCING S - (+) - 2 - (- 3BENZOYLPHENYL) PROPIONIC ACID BY ENZYME-CATALYZED ENANTHIOSELECTIVES RESTORATION IN AN ORGANIC SOLVENT.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES9201191A ES2050067B1 (en) 1992-06-08 1992-06-08 PROCESS FOR THE PRODUCTION OF ACID S - (+) - 2- (3-BENZOILFENIL) PROPIONICO BY ENANTIOSELECTIVE TRANSESTERIFICATION WITH AN ENZYMATICALLY CATALYZED BIFUNCTIONAL ALCOHOL IN ORGANIC ENVIRONMENT.

Publications (2)

Publication Number Publication Date
ES2050067A1 ES2050067A1 (en) 1994-05-01
ES2050067B1 true ES2050067B1 (en) 1994-12-16

Family

ID=8277268

Family Applications (1)

Application Number Title Priority Date Filing Date
ES9201191A Expired - Fee Related ES2050067B1 (en) 1992-06-08 1992-06-08 PROCESS FOR THE PRODUCTION OF ACID S - (+) - 2- (3-BENZOILFENIL) PROPIONICO BY ENANTIOSELECTIVE TRANSESTERIFICATION WITH AN ENZYMATICALLY CATALYZED BIFUNCTIONAL ALCOHOL IN ORGANIC ENVIRONMENT.

Country Status (1)

Country Link
ES (1) ES2050067B1 (en)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2646669B1 (en) * 1989-05-02 1991-07-05 Rhone Poulenc Chimie PROCESS FOR THE ENANTIOMERICALLY SELECTIVE SEPARATION OF ESTERS FROM HALOGENO-2 PROPIONIC ACIDS
US5108916A (en) * 1989-06-05 1992-04-28 Rhone-Poulenc Rorer, S.A. Process for stereoselectively hydrolyzing, transesterifying or esterifying with immobilized isozyme of lipase from candida rugosa
IT1249777B (en) * 1990-05-17 1995-03-18 Zambon Spa PROCESS FOR THE PREPARATION OF INTERMEDIATES FOR THE SYNTHESIS OF DILTIAZEM
FR2672600B1 (en) * 1991-02-08 1994-10-14 Synthelabo PROCESS FOR THE PREPARATION OF (-) - (2R, 3S) -2,3-EPOXY-3- (4-METHOXYPHENYL) METHYL PROPIONATE.

Also Published As

Publication number Publication date
ES2050067A1 (en) 1994-05-01

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Effective date: 20000401