JPS54109912A - Racemization of optically active amino acid ester - Google Patents
Racemization of optically active amino acid esterInfo
- 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
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
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)
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)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4897801A (en) * | 1972-02-25 | 1973-12-13 |
-
1978
- 1978-02-14 JP JP1561278A patent/JPS54109912A/en active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4897801A (en) * | 1972-02-25 | 1973-12-13 |
Cited By (3)
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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