Efficient Synthesis of (S)-2-(Cyclopentyloxycarbonyl)-amino-8-nonenoic Acid: Key Building Block for BILN 2061, an HCV NS3 Protease Inhibitor

…, L Zhang, LL Smith-Keenan, IN Houpis…

Index: Wang, Xiao-Jun; Zhang, Li; Smith-Keenan, Lana L.; Houpis, Ioannis N.; Farina, Vittorio Organic Process Research and Development, 2007 , vol. 11, # 1 p. 60 - 63

Full Text: HTML

Citation Number: 11

Abstract

A new procedure for the practical synthesis of (S)-2-(cyclopentyloxycarbonyl) amino-8- nonenoic acid, a key building block for BILN 2061, an HCV NS3 protease inhibitor, has been developed. The key step features a kinetic resolution of racemic 2-acetylamino-8-nonenoic acid with acylase I. In addition, the undesired (R)-2-acetylamino-8-nonenoic acid was recycled after racemization. The procedure was implemented for the production of (S)-2-( ...