Alpha-methyl benzyl amine salt of indoline -2- carboxylic acid
US4954640A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jan 10, 1990 |
| Grant date | Sep 4, 1990 |
| Priority date | — |
| Expiry date | Jan 10, 2010 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D209/42
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Process for the industrial synthesis of (2S,3 7aS)-2-carboxyperhydroindole by reduction of 2-carboxindole or of one of its esters to (R,S)-2-carboxyindo or of one of its esters which, after saponification, converted into the acid, the S isomer cf (R,S)-2-carboxyindoline being obtained by precipitation from the mixture of the two (R) and (S) isomers, in the presence of (+) methylbenzylamine, (S)-2-carboxyindoline being in its turn subjected to catalytic hydrogenation to give (2S, 3aS,7aS)-2-carboxyperhydroindole, after separation of (2S,3aR,7aR) isomer by crystallization. Application to the synthesis of carboxyalkyl d peptides capable of being employed in therapeutics.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.