Asymmetric synthesis of the cholesteryl ester transfer protein inhibitor torcetrapib

DB Damon, RW Dugger, SE Hubbs…

Index: Damon, David B.; Dugger, Robert W.; Hubbs, Stephen E.; Scott, Jill M.; Scott, Robert W. Organic Process Research and Development, 2006 , vol. 10, # 3 p. 472 - 480

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Citation Number: 52

Abstract

Previously our group reported synthetic efforts used to synthesize kilogram quantities of the cholesteryl ester transfer protein (CETP) inhibitor torcetrapib, 1, via a mid-stage resolution. This account describes research conducted to develop an asymmetric route to this clinical candidate suitable for long-term manufacturing. The first asymmetric center is established via coupling of (R)-3-aminopentanenitrile to a trifluoromethylarene. After elaboration of the ...