Phosphate salts of 1-[2-[(1-alkoxycarbonyl-3-aralkyl)-amino]-1-oxoalkyl]octahydro-1H-indole-2-carboxylic acids, preparation of, and medical compositions thereof

Claim 2

The crystalline phosphate salt of the compound which is 1-[2-[(1-carboethoxy-3-phenylpropyl)amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic acid.

Claim 3

A process for the production of a crystalline phosphate salt of the substituted acyl derivative of octahydro-1H-indole-2-carboxylic acid having the formula ##STR4## wherein R 4 is hydrogen or lower alkyl; R 5 is hydrogen, lower alkyl or benzyl; R 6 is hydrogen or lower alkyl; Ar is phenyl or phenyl substituted with 1 or 2 substituents selected from the group consisting of fluorine, chlorine, bromine, lower alkyl, lower alkoxy, hydroxy or amino; and m is 0 to 3; wherein lower alkyl and lower alkoxy contain 1 to 4 straight or branched carbon atoms; said process comprising the steps (a) treating the suitably substituted acyl derivative of octahydro-1H-indole-2-carboxylic acid addition salt, wherein the acid addition salt is other than the phosphate salt, with a base in a suitable solvent, (b) filtering the resulting slurry to remove precipitated material, and (c) treating the filtrate with phosphoric acid and collecting the precipitated phosphate salt.

Claim 4

A process for the production of a crystalline phosphate salt of the substituted acyl derivative of octahydro-1H-indole-2-carboxylic acid having the formula ##STR4## wherein R 4 is hydrogen or lower alkyl; R 5 is hydrogen, lower alkyl or benzyl; R 6 is hydrogen or lower alkyl; Ar is phenyl or phenyl substituted with 1 or 2 substituents selected from the group consisting of fluorine, chlorine, bromine, lower alkyl, lower alkoxy, hydroxy or amino; and m is 0 to 3; wherein lower alkyl and lower alkoxy contain 1 to 4 straight or branched carbon atoms; said process comprising the steps (a) treating the suitably substituted acyl derivative of octahydro-1H-indole-2-carboxylic acid addition salt, wherein the acid addition salt is other than the phosphate salt, with a base in a suitable solvent, (b) filtering the resulting slurry to remove precipitated material, and (c) treating the filtrate with phosphoric acid and collecting the precipitated phosphate salt.

Claim 5

A pharmaceutical composition comprising the crystalline phosphate salt of 1-(2-((1-carboethoxy-3-phenylpropyl)amino)-1-oxopropyl)octahydro-1H-indole-2-carboxylic acid and a pharmaceutically acceptable carrier.

Claim 6

A pharmaceutical composition comprising the crystalline phosphate salt of 1-(2-((1-carboethoxy-3-phenylpropyl)amino)-1-oxopropyl)octahydro-1H-indole-2-carboxylic acid and a pharmaceutically acceptable carrier.