FR2387929A1 - Racemisation of carbethoxy alpha amino phenyl acetic acid - to give intermediate for semi synthetic penicillin(s) - Google Patents

Racemisation of carbethoxy alpha amino phenyl acetic acid - to give intermediate for semi synthetic penicillin(s)

Info

Publication number
FR2387929A1
FR2387929A1 FR7711776A FR7711776A FR2387929A1 FR 2387929 A1 FR2387929 A1 FR 2387929A1 FR 7711776 A FR7711776 A FR 7711776A FR 7711776 A FR7711776 A FR 7711776A FR 2387929 A1 FR2387929 A1 FR 2387929A1
Authority
FR
France
Prior art keywords
carbethoxy
water
racemisation
acetic acid
give intermediate
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
FR7711776A
Other languages
French (fr)
Other versions
FR2387929B1 (en
Inventor
Alain Schouteeten
Yani Christidis
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.)
Sanofi Aventis France
Original Assignee
Francaise Hoechst Ste
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 Francaise Hoechst Ste filed Critical Francaise Hoechst Ste
Priority to FR7711776A priority Critical patent/FR2387929A1/en
Publication of FR2387929A1 publication Critical patent/FR2387929A1/en
Application granted granted Critical
Publication of FR2387929B1 publication Critical patent/FR2387929B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton

Abstract

Optically active N-carbethoxy (alpha-aminophenylacetic) acids (I) are racemised by being heated between 30 degrees C and the reflux temp., in an aq. alkaline hydroxide such that 1.5 to 3 moles of hydroxide are present per mole of alkali metal salt of (I), the concn. of free hydroxide being 0.3 mole per 100g of the mixt. of salt of (I), alkaline hydroxide, and water. After dilution with water, the solution is acidified with a strong acid and racemic (I) sepd. D (-) (I) is an intermediate for th epreparation of semisynthetic penicillins. In an example 120g NaOH was dissolved in 297g water and 223 g L (+) (I) added. After 5 hrs. at 40 degrees C the Na salt of DL acid crystallised. This was dissolved with more water and toluene, then acidified to give 211 (DL) (I) m.pt. 119 degrees C.
FR7711776A 1977-04-19 1977-04-19 Racemisation of carbethoxy alpha amino phenyl acetic acid - to give intermediate for semi synthetic penicillin(s) Granted FR2387929A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7711776A FR2387929A1 (en) 1977-04-19 1977-04-19 Racemisation of carbethoxy alpha amino phenyl acetic acid - to give intermediate for semi synthetic penicillin(s)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7711776A FR2387929A1 (en) 1977-04-19 1977-04-19 Racemisation of carbethoxy alpha amino phenyl acetic acid - to give intermediate for semi synthetic penicillin(s)

Publications (2)

Publication Number Publication Date
FR2387929A1 true FR2387929A1 (en) 1978-11-17
FR2387929B1 FR2387929B1 (en) 1980-02-01

Family

ID=9189597

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7711776A Granted FR2387929A1 (en) 1977-04-19 1977-04-19 Racemisation of carbethoxy alpha amino phenyl acetic acid - to give intermediate for semi synthetic penicillin(s)

Country Status (1)

Country Link
FR (1) FR2387929A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2523176A1 (en) * 1982-03-12 1983-09-16 Sodeteg METHOD FOR BUILDING A BUILDING, AND PANELS FOR CARRYING OUT SAID METHOD
EP0757981A1 (en) * 1995-08-09 1997-02-12 Bayer Ag Process for the preparation of racemic amino derivatives

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2523176A1 (en) * 1982-03-12 1983-09-16 Sodeteg METHOD FOR BUILDING A BUILDING, AND PANELS FOR CARRYING OUT SAID METHOD
EP0757981A1 (en) * 1995-08-09 1997-02-12 Bayer Ag Process for the preparation of racemic amino derivatives
US6500986B1 (en) 1995-08-09 2002-12-31 Bayer Aktiengesellschaft Process for preparing racemic amino derivatives

Also Published As

Publication number Publication date
FR2387929B1 (en) 1980-02-01

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Legal Events

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