Fit-for-Purpose Synthesis of CDK2 Inhibitor GNE-140

Andrea Ambrosi,Katarzyna A. A. Piechowicz, Tyler A. A. Tuck,Di Xu,Haiming Zhang,Francis Gosselin

HELVETICA CHIMICA ACTA（2023）

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摘要

A six-step, stereoselective synthesis of cyclin-dependent kinase 2 (CDK2) inhibitor GNE-140 was developed. The key bonds were assembled through palladium-catalyzed Negishi cross-coupling and Buchwald-Hartwig C-N coupling steps. The stereodiad was established through a single-step, CuH-catalyzed enone reduction proceeding in >99 : 1 er and 89 : 11 dr. GNE-140 was obtained in 25 % overall yield with 98.6 A% HPLC purity.

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关键词

cross-coupling,design of experiment,process chemistry,reduction,stereoselectivity,synthetic methods

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