JPS5655360A - Optical resolution of (+-)-phenylglycine and/or (+-)-camphor-sulfonic acid - Google Patents
Optical resolution of (+-)-phenylglycine and/or (+-)-camphor-sulfonic acidInfo
- Publication number
- JPS5655360A JPS5655360A JP13173579A JP13173579A JPS5655360A JP S5655360 A JPS5655360 A JP S5655360A JP 13173579 A JP13173579 A JP 13173579A JP 13173579 A JP13173579 A JP 13173579A JP S5655360 A JPS5655360 A JP S5655360A
- Authority
- JP
- Japan
- Prior art keywords
- csa
- phenylglycine
- optical resolution
- useful
- camphorsulfonic acid
- 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
- 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 6
- 230000003287 optical effect Effects 0.000 title abstract 5
- MIOPJNTWMNEORI-UHFFFAOYSA-N camphorsulfonic acid Chemical compound C1CC2(CS(O)(=O)=O)C(=O)CC1C2(C)C MIOPJNTWMNEORI-UHFFFAOYSA-N 0.000 title 1
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 abstract 5
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 239000002994 raw material Substances 0.000 abstract 2
- 238000000926 separation method Methods 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To carry out the optical resolution of phenylglycine and camphorsulfonic acid useful as synthetic raw materials of medicines, etc. simultaneously, in high efficiency, by the use of a mixture of optically active isomers and racemates of phenylglycine and camphorsulfonic acid as the resolving agent for each compound.
CONSTITUTION: A solution containing a mixture composed of optically active isomers and racemates of phenylglycine (PG) and camphorsulfonic acid (CSA) is prepared. After crystallizing (+)-PG-(-)-CSA salt or (-)-PG-(+)-CSA salt from the solution, (±)-PG and (±)-CSA are resolved to each optical isomers by the solid- liquied separation of the solution followed by the separation of PG from CSA. The amount of the recovered optical isomers is more than that of the used isomer, and the optical resolution can be carried out continuously. The D-(-)-PG is useful as a synthetic raw material of pennicillin, etc., and the L-(3)-PG and (+)- CSA are useful as resolving agents.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13173579A JPS5655360A (en) | 1979-10-15 | 1979-10-15 | Optical resolution of (+-)-phenylglycine and/or (+-)-camphor-sulfonic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13173579A JPS5655360A (en) | 1979-10-15 | 1979-10-15 | Optical resolution of (+-)-phenylglycine and/or (+-)-camphor-sulfonic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5655360A true JPS5655360A (en) | 1981-05-15 |
| JPS641459B2 JPS641459B2 (en) | 1989-01-11 |
Family
ID=15064962
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13173579A Granted JPS5655360A (en) | 1979-10-15 | 1979-10-15 | Optical resolution of (+-)-phenylglycine and/or (+-)-camphor-sulfonic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5655360A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4896294B2 (en) * | 1999-03-05 | 2012-03-14 | ロイター・ヒェーミシェ・アパラーテバウ・コマンディート・ゲゼルシャフト | Co-crystallization method |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4878137A (en) * | 1972-01-29 | 1973-10-20 |
-
1979
- 1979-10-15 JP JP13173579A patent/JPS5655360A/en active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4878137A (en) * | 1972-01-29 | 1973-10-20 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4896294B2 (en) * | 1999-03-05 | 2012-03-14 | ロイター・ヒェーミシェ・アパラーテバウ・コマンディート・ゲゼルシャフト | Co-crystallization method |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS641459B2 (en) | 1989-01-11 |
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