A stereoselective synthesis of BMS-262084, an azetidinone-based tryptase inhibitor

Article abstract of DOI:10.1021/jo010757o

A highly stereoselective synthesis of the novel tryptase inhibitor BMS-262084 was developed. Key to this synthesis was the discovery and development of a highly diastereoselective demethoxycarbonylation of diester 12 to form the trans-azetidinone 13. BMS-262084 was prepared in 10 steps from D-ornithine in 30% overall yield.