FR2454465A1 - Laevo:rotatory 3-chloro-2-methyl propanol - intermediate for metho:tri:meprazine, prepd. by enzymic hydrolysis of its racemic ester(s) - Google Patents

Laevo:rotatory 3-chloro-2-methyl propanol - intermediate for metho:tri:meprazine, prepd. by enzymic hydrolysis of its racemic ester(s)

Info

Publication number
FR2454465A1
FR2454465A1 FR7910050A FR7910050A FR2454465A1 FR 2454465 A1 FR2454465 A1 FR 2454465A1 FR 7910050 A FR7910050 A FR 7910050A FR 7910050 A FR7910050 A FR 7910050A FR 2454465 A1 FR2454465 A1 FR 2454465A1
Authority
FR
France
Prior art keywords
hydrolysis
prepd
chloro
meprazine
laevo
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.)
Withdrawn
Application number
FR7910050A
Other languages
French (fr)
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.)
Rhone Poulenc Industries SA
Original Assignee
Rhone Poulenc Industries 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 Rhone Poulenc Industries SA filed Critical Rhone Poulenc Industries SA
Priority to FR7910050A priority Critical patent/FR2454465A1/en
Publication of FR2454465A1 publication Critical patent/FR2454465A1/en
Withdrawn legal-status Critical Current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
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
    • 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
    • C12P41/004—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 alcohol- or thiol 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
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
    • C12P7/16—Butanols
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00—Technologies for the production of fuel of non-fossil origin
    • Y02E50/10—Biofuels, e.g. bio-diesel

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Analytical Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Epoxy Compounds (AREA)

Abstract

Laevorotatory 3-chloro-2-methyl propanol (I) is prepd. by stereospecific enzymic hydrolysis of an ester Cl-CH2CH(CH3)CH2OCR (II) (where R is 1-3C alkyl). (I) is an intermediate., e.g. for the prodn. of the anal-esic methotrimeprazine. The ester (II) is pref. present as a mixture of D and L isomers. The hydrolysis is effected using pancreatic lipase pref. porcine, in water at pH 7-9. The hydrolysis temp. is 20-50deg. C. When the amt. of L- isomer is at least 70%, the hydrolysis is stopped and (I) recovered. (I) is purified by sepd. the aq. and organic phases, extracting the aq. phase at pH 8.5 with chloroform, and distilling.
FR7910050A 1979-04-20 1979-04-20 Laevo:rotatory 3-chloro-2-methyl propanol - intermediate for metho:tri:meprazine, prepd. by enzymic hydrolysis of its racemic ester(s) Withdrawn FR2454465A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7910050A FR2454465A1 (en) 1979-04-20 1979-04-20 Laevo:rotatory 3-chloro-2-methyl propanol - intermediate for metho:tri:meprazine, prepd. by enzymic hydrolysis of its racemic ester(s)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7910050A FR2454465A1 (en) 1979-04-20 1979-04-20 Laevo:rotatory 3-chloro-2-methyl propanol - intermediate for metho:tri:meprazine, prepd. by enzymic hydrolysis of its racemic ester(s)

Publications (1)

Publication Number Publication Date
FR2454465A1 true FR2454465A1 (en) 1980-11-14

Family

ID=9224545

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7910050A Withdrawn FR2454465A1 (en) 1979-04-20 1979-04-20 Laevo:rotatory 3-chloro-2-methyl propanol - intermediate for metho:tri:meprazine, prepd. by enzymic hydrolysis of its racemic ester(s)

Country Status (1)

Country Link
FR (1) FR2454465A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0549872A2 (en) * 1991-11-15 1993-07-07 Lonza Ag Process for the preparation of (2R,E3)-4-halo-3-buten-2-ols

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2181297A (en) * 1937-02-01 1939-11-28 Dow Chemical Co Hydrolysis of 1,3-dihalo-isobutanes

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2181297A (en) * 1937-02-01 1939-11-28 Dow Chemical Co Hydrolysis of 1,3-dihalo-isobutanes

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
CA1953 *
CA1966 *
CA1967 *
CA1975 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0549872A2 (en) * 1991-11-15 1993-07-07 Lonza Ag Process for the preparation of (2R,E3)-4-halo-3-buten-2-ols
EP0549872A3 (en) * 1991-11-15 1994-08-17 Lonza Ag Process for the preparation of (2r,e3)-4-halo-3-buten-2-ols

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