(R)-3-(Benzyloxy)-2-(2-((tert-butoxycarbonyl)amino)-2-methylpropanamido)propanoic acid → 2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-3-cyclohexylmethoxy-propionic acid

Participants

Reaction Steps

A mixture of 5% rhodium on alumina (80 mg) and (R)-3-benzyloxy-2-(2-tert-butoxy carbonylamino-2-methyl-propionylamino)-propionic acid (500 mg, 1.31 mmol) (intermediate 3A) in isopropanol (12 ml) was stirred under a hydrogen atmosphere at room temperature overnight. To ensure completion, a further 120 mg of catalyst were added and the reaction was left to stir at room temperature under a hydrogen atmosphere for a further 5 h. The reaction mixture was filtered through Celite® (filter material) and concentrated in vacuo to give the title compound as a white solid.

Provenance & Evidence