Synthesis of the HCV protease inhibitor vaniprevir (MK-7009) using ring-closing metathesis strategy

J Kong, C Chen, J Balsells-Padros, Y Cao…

Index: Kong, Jongrock; Chen, Cheng-Yi; Balsells-Padros, Jaume; Cao, Yang; Dunn, Robert F.; Dolman, Sarah J.; Janey, Jacob; Li, Hongmei; Zacuto, Michael J. Journal of Organic Chemistry, 2012 , vol. 77, # 8 p. 3820 - 3828

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Citation Number: 38

Abstract

A highly efficient synthesis of Vaniprevir (MK-7009) has been accomplished in nine linear steps and 55% overall yield. The key features of this synthesis include a cost-effective synthesis of the isoindoline subunit and efficient construction of the 20-membered macrocyclic core of Vaniprevir (MK-7009) utilizing ring-closing metathesis technology. A high-performing ring-closing metathesis protocol has been achieved by simultaneous ...