Resolution of 3-(4-methoxyphenyl)glycidic acid with in situ conversion to alkyl esters
US4885375A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | May 18, 1988 |
| Grant date | Dec 5, 1989 |
| Priority date | — |
| Expiry date | May 18, 2008 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D303/48
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Optically active 3-(4-methoxyphenyl)glycidic acid alkyl esters of high enantiomeric purity can be prepared through optical resolution of a racemic or optically enriched sample of a 3-(4-methoxyphenyl) glycidic acid. The alkali metal salt of the acid, generated in situ by hydrolysis of the corresponding alkyl ester with an alkali metal hydroxide is contacted with a suitable resolving agent such as an optically pure amine to form the corresponding diastereomeric salts. The desired diastereomeric salt is separated from the mixture and transformed to an alkali metal salt, which optionally without isolation is converted into the desired alkyl ester of high enantiomeric purity.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.