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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）

Cited 22|Views59
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Abstract
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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