Efficient Asymmetric Synthesis of β-Amino Acid BAY 10-8888/PLD-118, a Novel Antifungal for the Treatment of Yeast Infections

Abstract

The β-amino acid BAY 10-8888/PLD-118 is currently being investigated in phase II clinical studies as a novel antifungal for the treatment of yeast infections. An efficient asymmetric synthesis of this compound is described. The key step employed a highly enantioselective, quinine-mediated alcoholysis of a meso-anhydride intermediate.