Efficient and Scalable Enantioselective Synthesis of a CGRP antagonist

…, J Zhu, G Luo, L Chen, RL Hanson, M Sugiyama…

Index: Leahy, David K.; Fan, Yu; Desai, Lopa V.; Chan, Collin; Zhu, Jason; Hanson, Ronald L.; Sugiyama, Masano; Rosner, Thorsten; Cuniere, Nicolas; Guo, Zhiwei; Hsiao, Yi; Luo, Guanglin; Chen, Ling; Gao, Qi Organic Letters, 2012 , vol. 14, # 18 p. 4938 - 4941,4

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Citation Number: 5

Abstract

An enantioselective synthesis of the CGRP antagonist BMS-846372, amenable to large scale preparation, is presented. This new synthesis showcases a chemo-and enantioselective reduction of a cyclohepta [b] pyridine-5, 9-dione as well as a Pd-catalyzed alpha-arylation reaction to form the key carbon–carbon bond and set the absolute and relative stereochemistry.