JPS5626848A - Optical resolution of (+-)-1-phenylethylamine - Google Patents
Optical resolution of (+-)-1-phenylethylamineInfo
- Publication number
- JPS5626848A JPS5626848A JP10226179A JP10226179A JPS5626848A JP S5626848 A JPS5626848 A JP S5626848A JP 10226179 A JP10226179 A JP 10226179A JP 10226179 A JP10226179 A JP 10226179A JP S5626848 A JPS5626848 A JP S5626848A
- Authority
- JP
- Japan
- Prior art keywords
- phenylethylamine
- acid
- optical resolution
- mandelic acid
- salt
- 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
- RQEUFEKYXDPUSK-UHFFFAOYSA-N 1-phenylethylamine Chemical compound CC(N)C1=CC=CC=C1 RQEUFEKYXDPUSK-UHFFFAOYSA-N 0.000 title abstract 5
- 230000003287 optical effect Effects 0.000 title abstract 5
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 abstract 3
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 229960002510 mandelic acid Drugs 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- IWYDHOAUDWTVEP-SSDOTTSWSA-N (R)-mandelic acid Chemical compound OC(=O)[C@H](O)C1=CC=CC=C1 IWYDHOAUDWTVEP-SSDOTTSWSA-N 0.000 abstract 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric Acid Chemical compound [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000011914 asymmetric synthesis Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To carry out optical resolution of the titled compound, an optical resolving agent for a racemic acid and an asymmetric sourse for asymmetric synthesis in high, yield by using an optically active mandelic acid as an optical resolving agent.
CONSTITUTION: Optical resolution of (±)-1-phenylethylamine is cariied out by using an optically active mandelic acid, where a soluble (±)-1-phenylethyl-amine salt may be present. Water is preferable as a solvent. The above treatment forms a diastereomeric salt, which is optically resolved by the deference in solubility thereof. The salt thus obtained is treated with a base to give (+)- or (-)-1-phenylethylamine, which is then treated with an acid to recover (-)- or (+)-mandelic acid.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10226179A JPS5626848A (en) | 1979-08-13 | 1979-08-13 | Optical resolution of (+-)-1-phenylethylamine |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10226179A JPS5626848A (en) | 1979-08-13 | 1979-08-13 | Optical resolution of (+-)-1-phenylethylamine |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5626848A true JPS5626848A (en) | 1981-03-16 |
JPH024581B2 JPH024581B2 (en) | 1990-01-29 |
Family
ID=14322644
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP10226179A Granted JPS5626848A (en) | 1979-08-13 | 1979-08-13 | Optical resolution of (+-)-1-phenylethylamine |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5626848A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6354342A (en) * | 1986-08-26 | 1988-03-08 | Daicel Chem Ind Ltd | Optical resolution of (+-)-alpha-ethylbenzylamine |
JP2002316952A (en) * | 2001-04-18 | 2002-10-31 | Daito Kagaku Kk | Method for optical purification of optically active 2- phenoxypropionic acid |
WO2008072773A1 (en) * | 2006-12-15 | 2008-06-19 | Sumitomo Chemical Company, Limited | Method for producing (1r,2r)-2-amino-1-cyclopentanol |
US8399655B2 (en) | 2005-03-07 | 2013-03-19 | Shire Canada Inc. | Process and methods for the preparation of optically active cis-2-hydroxymethyl-4-(cytosin-1′-yl)-1,3-oxathiolane or pharmaceutically acceptable salts thereof |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4718737U (en) * | 1971-04-05 | 1972-11-01 |
-
1979
- 1979-08-13 JP JP10226179A patent/JPS5626848A/en active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4718737U (en) * | 1971-04-05 | 1972-11-01 |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6354342A (en) * | 1986-08-26 | 1988-03-08 | Daicel Chem Ind Ltd | Optical resolution of (+-)-alpha-ethylbenzylamine |
JP2002316952A (en) * | 2001-04-18 | 2002-10-31 | Daito Kagaku Kk | Method for optical purification of optically active 2- phenoxypropionic acid |
US8399655B2 (en) | 2005-03-07 | 2013-03-19 | Shire Canada Inc. | Process and methods for the preparation of optically active cis-2-hydroxymethyl-4-(cytosin-1′-yl)-1,3-oxathiolane or pharmaceutically acceptable salts thereof |
WO2008072773A1 (en) * | 2006-12-15 | 2008-06-19 | Sumitomo Chemical Company, Limited | Method for producing (1r,2r)-2-amino-1-cyclopentanol |
Also Published As
Publication number | Publication date |
---|---|
JPH024581B2 (en) | 1990-01-29 |
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