Synthesis of [14C]boceprevir, [13C3]boceprevir, and [D9]boceprevir, a hepatitis C virus protease inhibitor

Boceprevir is a hepatitis C virus (HCV) NS3 protease inhibitor for HCV treatment. [ 14 C]Boceprevir (SCH 503034, trade name Victrelis) was synthesized from K 14 CN in 11 steps with an overall yield of 16.4%. [ 13 C 3 ]Boceprevir was synthesized in 16 steps with a 2.5% overall yield. The carbon‐13 in the molecule was distributed along the peptide chain. [D 9 ]Boceprevir was synthesized from [D 9 ]‐ t ‐butylamine in four steps with an overall yield of 69%. Copyright © 2012 John Wiley & Sons, Ltd.