p-Hydroxyphenylglycine..alpha.-phenylethanesulfonate, process for production thereof and utilization thereof in resolution of p-hydroxyphenylglycine
US4415504A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Sep 9, 1982 |
| Grant date | Nov 15, 1983 |
| Priority date | — |
| Expiry date | Sep 9, 2002 |
Classification
- Technology area (CPC Y)Emerging Cross-Sectional Technologies
- CPC primaryY02P20/582
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
p-Hydroxyphenylglycine..alpha.-phenylethanesulfonate which is useful for the production of optically active p-hydroxyphenylglycine and optically active .alpha.-phenylethanesulfonic acid is disclosed. p-Hydroxyphenylglycine..alpha.-phenylethanesulfonate is produced by either reacting DL-p-hydroxyphenylglycine with optically active .alpha.-phenylethanesulfonic acid or reacting (.+-.)-.alpha.-phentylethanesulfonic acid with optically active p-hydroxyphenylglycine to form two diastereomers of DL-p-hydroxyphenylglycine optically active .alpha.-phenylethanesulfonate or optically active p-hydroxyphenylglycine (.+-.)-.alpha.-phenylethanesulfonate, and isolating one diastereomer according to the difference between solubilities of the diastereomers, optionally, combining selective crystallization of one diastereomer and epimerization of another diastereomer in the case of reaction of DL-p-hydroxyphenylglycine and optically active .alpha.-phenylethanesulfonic acid. This reaction is utilized in the resolution of p-hydroxyphenylglycine or .alpha.-phenylethanesulfonic acid by deacidifying the resulting diastereomer.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.