2(R)-[1(S)-(benzyloxycarbamoyl)-4-phenylbutyl]-4-methyl-N-(2,5-dioxo-1-imidazolidinyl)valeramide → 2(R)-[1(S)-(hydroxycarbamoyl)-4-phenylbutyl]-4-methyl-N-(2,5-dioxo-1-imidazolidinyl)valeramide

Participants

Reaction Steps

A solution of 0.290 g of 2(R)-[1(S)-(benzyloxycarbamoyl)-4-phenylbutyl]-4-methyl-N-(2,5-dioxo-1-imidazolidinyl)valeramide in 10 ml of methanol was hydrogenated for 2 hours in the presence of 0.087 g of 5% palladium-on-carbon. The catalyst was removed by filtration and evaporation of the solvent gave a residue which was purified by flash column chromatography on silica gel using dichloromethane/methanol (95:5) for the elution to give 0.042 g of 2(R)-[1(S)-(hydroxycarbamoyl)-4-phenylbutyl]-4-methyl-N-(2,5-dioxo-1-imidazolidinyl)valeramide in the form of a white solid.

Provenance & Evidence