tert-butyl (2S,5R)-1-{2-[3-(3-(benzyloxycarbonyl)phenyl)ureido]acetyl}-5-isobutylpyrrolidine-2-carboxylate → Benzoic Acid

Participants

Reaction Steps

A The reaction is carried out in a way similar to that described in Example 1 A, but starting from 1.65 g of tert-butyl (2S,5R)-1-{2-[3-(3-(benzyloxycarbonyl)phenyl)ureido]acetyl}-5-isobutylpyrrolidine-2-carboxylate and 0.25 g of 10% palladium-on-charcoal in 50 cm3 of ethanol. After treatment, there is obtained 0.57 g of (2S,5R)-3-3-2-(2-tert-butoxycarbonyl-5-isobutyl-1-pyrrolidinyl)-2-oxoethyl]ureido}benzoic acid, the optical rotation of which is [α]D20 =-36.8° (c=1.0; methanol).

Provenance & Evidence