A Concise Flow Synthesis of Efavirenz

被引：85

作者：

Correia, Camille A. ^{[1
]}

Gilmore, Kerry ^{[1
]}

McQuade, D. Tyler ^{[3
]}

Seeberger, Peter H. ^{[1
,2
]}

机构：

[1] Max Planck Inst Colloids & Interfaces, Dept Biomol Syst, D-14476 Golm, Germany

[2] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany

[3] Florida State Univ, Dept Chem & Biochem, Tallahassee, FL 32306 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 16期

关键词：

API synthesis; carbamates; copper; flow chemistry; homogeneous catalysis; CHEMISTRY; HIV-1; BENZYNE;

D O I：

10.1002/anie.201411728

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Efavirenz is an essential medicine for the treatment of HIV, which is still inaccessible to millions of people worldwide. A novel, semi-continuous process provides rac-Efavirenz with an overall yield of 45%. This streamlined proof-of-principle synthesis relies on the efficient copper-catalyzed formation of an aryl isocyanate and a subsequent intramolecular cyclization to install the carbamate core of Efavirenz in one step. The three-step method represents the shortest synthesis of this life-saving drug to date.

引用

页码：4945 / 4948

页数：4

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