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FR2262652A1 - Resolving optical isomers of cyclonic dicarboxylic acids - by forming salt with alpha-phenyl ethyl amine enantiomer - Google Patents

Resolving optical isomers of cyclonic dicarboxylic acids - by forming salt with alpha-phenyl ethyl amine enantiomer

Info

Publication number
FR2262652A1
FR2262652A1 FR7406885A FR7406885A FR2262652A1 FR 2262652 A1 FR2262652 A1 FR 2262652A1 FR 7406885 A FR7406885 A FR 7406885A FR 7406885 A FR7406885 A FR 7406885A FR 2262652 A1 FR2262652 A1 FR 2262652A1
Authority
FR
France
Prior art keywords
optical isomers
cyclonic
alpha
acids
pref
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.)
Granted
Application number
FR7406885A
Other languages
French (fr)
Other versions
FR2262652B3 (en
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 FR7406885A priority Critical patent/FR2262652A1/en
Publication of FR2262652A1 publication Critical patent/FR2262652A1/en
Application granted granted Critical
Publication of FR2262652B3 publication Critical patent/FR2262652B3/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B57/00—Separation of optically-active compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Mixtures of optical isomers of cyclonic acids having two carboxylic groups in trans position on vicinal C atoms in the ring are resolved by forming salts with enantiomer of alpha-phenyl ethylamine and fractional crystallization. Acids are pref. 3-8C carbocyclic, opt. substd. once or twice by 1-4C alkyl or are satd. bicyclic hydrocarbons having >=2C in common and each ring having 3-8C atoms. Mixt. ion be racemic or contain different amts. of the isomers. Method is pref. carried out in soln. in polar solvent, pref. at 50-100 degrees C. Resolved optical isomers of acids are important intermediates for prodn. of optically pure amino acids, e.g., dopa, phenylolenine, tyrosine, typtophane.
FR7406885A 1974-02-28 1974-02-28 Resolving optical isomers of cyclonic dicarboxylic acids - by forming salt with alpha-phenyl ethyl amine enantiomer Granted FR2262652A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7406885A FR2262652A1 (en) 1974-02-28 1974-02-28 Resolving optical isomers of cyclonic dicarboxylic acids - by forming salt with alpha-phenyl ethyl amine enantiomer

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7406885A FR2262652A1 (en) 1974-02-28 1974-02-28 Resolving optical isomers of cyclonic dicarboxylic acids - by forming salt with alpha-phenyl ethyl amine enantiomer

Publications (2)

Publication Number Publication Date
FR2262652A1 true FR2262652A1 (en) 1975-09-26
FR2262652B3 FR2262652B3 (en) 1976-12-10

Family

ID=9135601

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7406885A Granted FR2262652A1 (en) 1974-02-28 1974-02-28 Resolving optical isomers of cyclonic dicarboxylic acids - by forming salt with alpha-phenyl ethyl amine enantiomer

Country Status (1)

Country Link
FR (1) FR2262652A1 (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0382506A2 (en) * 1989-02-07 1990-08-16 Suntory Limited Optically active diastereomer salts of tetrahydro-2-furoic acid
EP0535448A2 (en) * 1991-10-02 1993-04-07 E.R. SQUIBB & SONS, INC. Process and intermediates for the preparation of an antiviral agent containing a cyclobutyl group
WO1993022269A1 (en) * 1992-05-01 1993-11-11 Pfizer Inc. Process for the preparation of 3(s)-methylheptanoic acid and intermediates therefor
WO2013121440A1 (en) * 2012-02-13 2013-08-22 Cadila Healthcare Limited Process for preparing benzisothiazol-3-yl-peperazin-l-yl-methyl-cyclo hexyl-methanisoindol-1,3-dione and its intermediates
CN105985222A (en) * 2015-01-29 2016-10-05 上海彩迩文生化科技有限公司 Chiral diol preparation method

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0382506A2 (en) * 1989-02-07 1990-08-16 Suntory Limited Optically active diastereomer salts of tetrahydro-2-furoic acid
EP0382506A3 (en) * 1989-02-07 1991-03-20 Suntory Limited Optically active diastereomer salts of tetrahydro-2-furoic acid
EP0535448A2 (en) * 1991-10-02 1993-04-07 E.R. SQUIBB & SONS, INC. Process and intermediates for the preparation of an antiviral agent containing a cyclobutyl group
EP0535448A3 (en) * 1991-10-02 1993-10-13 E.R. Squibb & Sons, Inc. Process and intermediates for the preparation of an antiviral agent containing a cyclobutyl group
WO1993022269A1 (en) * 1992-05-01 1993-11-11 Pfizer Inc. Process for the preparation of 3(s)-methylheptanoic acid and intermediates therefor
WO2013121440A1 (en) * 2012-02-13 2013-08-22 Cadila Healthcare Limited Process for preparing benzisothiazol-3-yl-peperazin-l-yl-methyl-cyclo hexyl-methanisoindol-1,3-dione and its intermediates
US9409899B2 (en) 2012-02-13 2016-08-09 Cadila Healthcare Limited Process for preparing benzisothiazol-3-yl-piperazin-1-yl-methyl-cyclo hexylmethanisoindol-1,3-dione and its intermediates
CN105985222A (en) * 2015-01-29 2016-10-05 上海彩迩文生化科技有限公司 Chiral diol preparation method

Also Published As

Publication number Publication date
FR2262652B3 (en) 1976-12-10

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