JPS5576848A - Selective preparation of optical isomer of phenylglycine or its derivative - Google Patents
Selective preparation of optical isomer of phenylglycine or its derivativeInfo
- Publication number
- JPS5576848A JPS5576848A JP15020878A JP15020878A JPS5576848A JP S5576848 A JPS5576848 A JP S5576848A JP 15020878 A JP15020878 A JP 15020878A JP 15020878 A JP15020878 A JP 15020878A JP S5576848 A JPS5576848 A JP S5576848A
- Authority
- JP
- Japan
- Prior art keywords
- phenylglycine
- optical isomer
- salt
- phenylethylamine
- give
- 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
- 230000003287 optical effect Effects 0.000 title abstract 7
- ZGUNAGUHMKGQNY-ZETCQYMHSA-N L-alpha-phenylglycine zwitterion Chemical compound OC(=O)[C@@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-ZETCQYMHSA-N 0.000 title abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 2
- RQEUFEKYXDPUSK-UHFFFAOYSA-N 1-phenylethylamine Chemical class CC(N)C1=CC=CC=C1 RQEUFEKYXDPUSK-UHFFFAOYSA-N 0.000 abstract 1
- ZGUNAGUHMKGQNY-SSDOTTSWSA-N D-alpha-phenylglycine Chemical compound OC(=O)[C@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-SSDOTTSWSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000005331 phenylglycines Chemical class 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To obtain optically active phenylglycine in high yield by treating the N-acyl derivative of phenylglycine with a specific amine thereby causing asymmetric conversion and optical resolution simultaneously.
CONSTITUTION: An N-acyl derivative of dl-phenylglycine, d-phenylglycine or l-phenylglycine is treated with d-(α)-phenylethylamine or l-(α)-phenylethylamine to give a salt. The asymmetric conversion between d- and l-isomers and the optical resolution are simultaneously accomplished by the heat treatment of the salt to give an optical isomer of α-phenylethylamine salt of N-acylated phenylglycine. The isomer is treated with an acid and then deacylated to give an optical isomer of phenylglycine selectively. The above heat treatment extremely improves the yield of the optical isomer, because it causes the simultaneous asymmetric conversion and formation of the hardly soluble salt of the optical isomer which is deposited from the reaction mixture.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15020878A JPS5576848A (en) | 1978-12-04 | 1978-12-04 | Selective preparation of optical isomer of phenylglycine or its derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15020878A JPS5576848A (en) | 1978-12-04 | 1978-12-04 | Selective preparation of optical isomer of phenylglycine or its derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5576848A true JPS5576848A (en) | 1980-06-10 |
| JPS5730098B2 JPS5730098B2 (en) | 1982-06-26 |
Family
ID=15491882
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15020878A Granted JPS5576848A (en) | 1978-12-04 | 1978-12-04 | Selective preparation of optical isomer of phenylglycine or its derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5576848A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03153651A (en) * | 1989-11-10 | 1991-07-01 | Agency Of Ind Science & Technol | New optically active, nitrogen-containing perfluorocarboxylic acid and production thereof |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59125298U (en) * | 1983-02-12 | 1984-08-23 | 株式会社アカサカ | toilet seat cover |
| JPS61147098U (en) * | 1985-03-01 | 1986-09-10 |
-
1978
- 1978-12-04 JP JP15020878A patent/JPS5576848A/en active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03153651A (en) * | 1989-11-10 | 1991-07-01 | Agency Of Ind Science & Technol | New optically active, nitrogen-containing perfluorocarboxylic acid and production thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5730098B2 (en) | 1982-06-26 |
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