Alpha-methyl benzyl amine salt of indoline -2- carboxylic acid

Details Alpha-methyl benzyl amine salt of indoline -2- carboxylic acid Alpha-methyl benzyl amine salt of indoline -2- carboxylic acid

1990-01-10

1990-09-04

Springer, Davis B.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D20918

Patent

active

049546406

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.

REFERENCES:
patent: 4824964 (1989-04-01), Miyata et al.

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