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-( ...

Related Articles:

Concise Syntheses of (7Z, 11Z, 13E)-Hexadecatrienal and (8E, 18Z)-Tetradecadienal

[Ma, Zengxiao; Yang, Xiaomei; Zhang, Yushun; Huang, Xiangzhong; Tao, Yunhai Synlett, 2012 , # 4 p. 581 - 584]

Preparation and regiospecific cyclization of alkenyllithiums

[Bailey,W.F.; Nurmi,T.T.; Patricia,J.J. Journal of the American Chemical Society, 1987 , vol. 109, p. 2442]

A new protocol for a regioselective aldol condensation as an alternative convenient synthesis of β-ketols and α, β-unsaturated ketones

[Hideg, Kalman; Lex, Laszlo Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 1431 - 1438]

Amido functionalized ansa half-sandwich dichloride complexes of titanium, zirconium and hafnium with alkyl and ω-alkenyl substituents as homogeneous and self- …

[Alt, Helmut G.; Reb, Alexander; Milius, Wolfgang; Weis, Annette Journal of Organometallic Chemistry, 2001 , vol. 628, # 2 p. 169 - 182]

Polyacetylenverbindungen, CXLIV. Über die Polyin??Kohlenwasserstoffe aus Chrysanthemum frutescens L.

[Chemische Berichte, , vol. 101, p. 532 - 535]

More Articles...