A Next Generation Synthesis of BACE1 Inhibitor Verubecestat (MK-8931)

David A Thaisrivongs,William J Morris,Lushi Tan,Zhiguo J Song,Thomas W Lyons,Jacob H Waldman,John R Naber,Wenyong Chen,Lu Chen, Baoyun Zhang, Jun Yang

Organic Letters（2018）

引用 22|浏览50

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摘要

The development of a commercial manufacturing route to verubecestat (MK-8931) is described, highlights of which include the application of a continuous processing step to outcompete fast proton transfer in a Mannich-type ketimine addition, a copper-catalyzed amidation reaction, and an optimized guanidinylation procedure to form the key iminothiadiazine dioxide core.

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