ES2037018T3 - Procedimiento para la preparacion de cloruro de l(-)-carnitina a partir de esteres 3,4-epoxibutiricos. - Google Patents

Procedimiento para la preparacion de cloruro de l(-)-carnitina a partir de esteres 3,4-epoxibutiricos.

Info

Publication number
ES2037018T3
ES2037018T3 ES198787103683T ES87103683T ES2037018T3 ES 2037018 T3 ES2037018 T3 ES 2037018T3 ES 198787103683 T ES198787103683 T ES 198787103683T ES 87103683 T ES87103683 T ES 87103683T ES 2037018 T3 ES2037018 T3 ES 2037018T3
Authority
ES
Spain
Prior art keywords
ester
formula
esters
procedure
reaction
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
ES198787103683T
Other languages
English (en)
Inventor
Franco Francalanci
Marco Ricci
Pietro Cesti
Carlo Venturello
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.)
Istituto Guido Donegani SpA
Original Assignee
Istituto Guido Donegani SpA
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 Istituto Guido Donegani SpA filed Critical Istituto Guido Donegani SpA
Application granted granted Critical
Publication of ES2037018T3 publication Critical patent/ES2037018T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • 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
    • 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
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02—Oxygen as only ring hetero atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • General Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Microbiology (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)
  • Epoxy Compounds (AREA)

Abstract

LA INVENCION SE REFIERE A UN PROCEDIMIIENTO PARA LA PREPARACION DEL CLORURO DE L(-)-CARNITINA DE FORMULA (I), QUE IMPLICA: A) LA REACCION DE UN ESTER RACEMICO DEL ACIDO (R,S)-3,4-EPOXIBUTIRICO DE FORMULA (II), EN LA QUE R ES UN GRUPO ALQUILO DE 1 A 10 C O UN GRUPO BENCILO CON UNA ENZIMA O UN MICROORGANISMO QUE LA PRODUCE CAPAZ DE HIDROLIZAR ASIMETRICAMENTE EL ENANTIOMERO S(-) Y SEPARARLO DEL ESTER NO REACCIONADO PRESENTE EN LA FORMA R(+), B)LA REACCION DEL ESTER (II) EN FORMA R(+) O LA CORRESPONDIENTE CLOROHIDRINA DE FORMULA (III), OBTENIDA POR REACCION CON HCL O CON UN CLOROTRIALQUILSILANO CON HIDROCLORURO DE TRIMETILAMINA Y/O CON TRIMETILAMINA PARA OBTENER UN ESTER DE FORMULA (IV), Y C) HIDROLIZAR EL ESTER (IV) EN PRESENCIA DE HCL PARA OBTENER EL COMPUESTO (I). LA L(-)-CARNITINA ES UN AGENTE EUTROFICO Y CARDIOPROTECTOR PARA CURAR LA ISQUEMIA DEL MIOCARDIO, ANGINA DE PECHO Y ESCLEROSIS DE MIOCARDIO. LAS FORMAS R(+) DE LOS ESTERES DE LA ETAPA (A) SON PRODUCTOS INTERMEDIOS.
ES198787103683T 1986-03-14 1987-03-13 Procedimiento para la preparacion de cloruro de l(-)-carnitina a partir de esteres 3,4-epoxibutiricos. Expired - Lifetime ES2037018T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT19763/86A IT1189070B (it) 1986-03-14 1986-03-14 Processo per la preparazione della l(-)-carnitina cloruro a partire da esteri 3,4-epossibutirrici

Publications (1)

Publication Number Publication Date
ES2037018T3 true ES2037018T3 (es) 1993-06-16

Family

ID=11161023

Family Applications (1)

Application Number Title Priority Date Filing Date
ES198787103683T Expired - Lifetime ES2037018T3 (es) 1986-03-14 1987-03-13 Procedimiento para la preparacion de cloruro de l(-)-carnitina a partir de esteres 3,4-epoxibutiricos.

Country Status (13)

Country Link
US (1) US4865771A (es)
EP (1) EP0237080B1 (es)
JP (1) JPS62272983A (es)
KR (1) KR870009026A (es)
AT (1) ATE76903T1 (es)
AU (1) AU585137B2 (es)
BR (1) BR8701180A (es)
CA (1) CA1309683C (es)
DE (1) DE3779455T2 (es)
ES (1) ES2037018T3 (es)
IL (1) IL81845A0 (es)
IT (1) IT1189070B (es)
ZA (1) ZA871691B (es)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4923810A (en) * 1988-08-24 1990-05-08 Genzyme Corporation Resolution of glycidyl esters to high enantiomeric excess
US5244803A (en) * 1989-09-13 1993-09-14 Tanabe Seiyaku Co., Ltd. Process for preparing optically active 3-phenylglycidic acid esters
US5126268A (en) * 1990-03-30 1992-06-30 Eastman Kodak Company Alcohol-ester sparation by reaction with acetate
US5445963A (en) * 1990-03-30 1995-08-29 Eastman Chemical Company Alcohol-ester separation by recrystallization
JP5214249B2 (ja) 2006-11-09 2013-06-19 三菱レイヨン株式会社 ベタインの製造方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3135788A (en) * 1959-09-28 1964-06-02 Nihon Zoki Seiyaku Kabushikika Preparation of dl-carnitine hydrochloride from trimethylamine hydrochloride and epihalogenohydrin
US4259249A (en) * 1979-06-13 1981-03-31 The Procter & Gamble Company Preparation of hydroxyl zwitterionic compounds
IE56322B1 (en) * 1982-12-06 1991-06-19 Sigma Tau Ind Farmaceuti Process for preparing l-carnitine and chemical intermediates employed therein
JPS59192095A (ja) * 1983-04-13 1984-10-31 Ajinomoto Co Inc Ｌ−カルニチンの製造法
IT1184284B (it) * 1985-06-28 1987-10-22 Sigma Tau Ind Farmaceuti Procedimento per la preparazione di r(-)-norcarnitina terz-butil estere
IT1187681B (it) * 1985-07-05 1987-12-23 Montedison Spa Metodo per la preparazione di 3,4-epossibutirrati alchilici

Also Published As

Publication number Publication date
BR8701180A (pt) 1988-01-19
KR870009026A (ko) 1987-10-22
ZA871691B (en) 1987-10-28
IT1189070B (it) 1988-01-28
US4865771A (en) 1989-09-12
AU6997487A (en) 1987-09-17
ATE76903T1 (de) 1992-06-15
EP0237080A3 (en) 1988-08-17
IL81845A0 (en) 1987-10-20
CA1309683C (en) 1992-11-03
EP0237080A2 (en) 1987-09-16
JPS62272983A (ja) 1987-11-27
DE3779455T2 (de) 1993-01-28
IT8619763A0 (it) 1986-03-14
AU585137B2 (en) 1989-06-08
DE3779455D1 (de) 1992-07-09
EP0237080B1 (en) 1992-06-03
IT8619763A1 (it) 1987-09-14

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