Benzylamine → HCID 86737477, compound

Participants

Reaction Steps

In a manner analogous to that described in Example 1(B)(ii), from the monobenzylamine salt of (1R)-1-[(N-allyl-N-benzyloxycarbonyl-glycyl-L-alanyl-L-alanyl)amino]-ethylphosphonic acid, but using water/ethanol (1:1) for the ion-exchange step to generate the free acid, there was obtained, after hydrogenolysis of the N-benzyloxycarbonyl group in the usual way but with concomitant reduction of the allyl group to the n-propyl group, the crude product in the form of a gel. Crystallisation from water/ethanol gave (1R)-1-[N-(n-propyl)-glycyl-L-alanyl-L-alanylamino]-ethylphosphonic acid of melting point 263°-264° C. (decomposition); [α]D20 =-110°; [α]36520 =-392° (c=1% in water).

Provenance & Evidence