JPS54109912A - Racemization of optically active amino acid ester - Google Patents

Racemization of optically active amino acid ester

Info

Publication number
JPS54109912A
JPS54109912A JP1561278A JP1561278A JPS54109912A JP S54109912 A JPS54109912 A JP S54109912A JP 1561278 A JP1561278 A JP 1561278A JP 1561278 A JP1561278 A JP 1561278A JP S54109912 A JPS54109912 A JP S54109912A
Authority
JP
Japan
Prior art keywords
acid
optically active
amino acid
ketone
acid ester
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
JP1561278A
Other languages
Japanese (ja)
Other versions
JPS6141339B2 (en
Inventor
Satoji Takahashi
Kouji Toi
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.)
Ajinomoto Co Inc
Sagami Chemical Research Institute
Tosoh Corp
Original Assignee
Ajinomoto Co Inc
Sagami Chemical Research Institute
Toyo Soda Manufacturing Co Ltd
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 Ajinomoto Co Inc, Sagami Chemical Research Institute, Toyo Soda Manufacturing Co Ltd filed Critical Ajinomoto Co Inc
Priority to JP1561278A priority Critical patent/JPS54109912A/en
Publication of JPS54109912A publication Critical patent/JPS54109912A/en
Publication of JPS6141339B2 publication Critical patent/JPS6141339B2/ja
Granted legal-status Critical Current

Links

Landscapes

  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

PURPOSE: To obtain a racemic compound in high yield, without forming sideproducts, by heating an optically active α-amino acid ester using a ketone medium and an acid, and to obtain desired optically active substance useful as a starting material of peptides, by optical resolution of the above recemic compound.
CONSTITUTION: An optically active α-amino acid ester which can be easily decomposed and extremely readily transformed to the corresponding diketopiperazine, is racemized by heating at 40W180°C, preferably 60W160°C, using a ketone medium, e.g. isobutylmethyl ketone, acetone, ethyl methyl ketone, acetophenone etc., and an acid, e.g. acetic acid, propionic acid, sulfuric acid, benzoic acid MgCl2, etc.
EFFECT: The presence of an acid at the racemization accelerates the reaction, lowers the reaction temp., and shortens the reaction time. Besides the amount of the side products is reduced.
COPYRIGHT: (C)1979,JPO&Japio
JP1561278A 1978-02-14 1978-02-14 Racemization of optically active amino acid ester Granted JPS54109912A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP1561278A JPS54109912A (en) 1978-02-14 1978-02-14 Racemization of optically active amino acid ester

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1561278A JPS54109912A (en) 1978-02-14 1978-02-14 Racemization of optically active amino acid ester

Publications (2)

Publication Number Publication Date
JPS54109912A true JPS54109912A (en) 1979-08-29
JPS6141339B2 JPS6141339B2 (en) 1986-09-13

Family

ID=11893519

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1561278A Granted JPS54109912A (en) 1978-02-14 1978-02-14 Racemization of optically active amino acid ester

Country Status (1)

Country Link
JP (1) JPS54109912A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5824547A (en) * 1981-08-06 1983-02-14 Nippon Zoki Pharmaceut Co Ltd Novel amino acid derivative
US4647692A (en) * 1984-08-30 1987-03-03 Beecham Group P.L.C. Racemization and resolution of α-amino acids

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4897801A (en) * 1972-02-25 1973-12-13

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4897801A (en) * 1972-02-25 1973-12-13

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5824547A (en) * 1981-08-06 1983-02-14 Nippon Zoki Pharmaceut Co Ltd Novel amino acid derivative
JPH0359057B2 (en) * 1981-08-06 1991-09-09 Nippon Zoki Pharmaceutical Co
US4647692A (en) * 1984-08-30 1987-03-03 Beecham Group P.L.C. Racemization and resolution of α-amino acids

Also Published As

Publication number Publication date
JPS6141339B2 (en) 1986-09-13

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