Application of Ring-Closing Metathesis for the Synthesis of Macrocyclic Peptidomimetics as Inhibitors of HCV NS3 Protease

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• 作者：Francisco Velá ; zquez ; Srikanth Venkatraman ; Wanli Wu ; Melissa Blackman ; Andrew Prongay ; Viyyoor Girijavallabhan ; Neng-Yang Shih ; F. George Njoroge
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：August 2, 2007
• 年：2007
• 卷：9
• 期：16
• 页码：3061 - 3064
• 全文大小：180K
• 年卷期：v.9,no.16(August 2, 2007)
• ISSN：1523-7052

文摘

An efficient synthetic approach for the preparation of macrocyclic peptidomimetics for inhibition of HCV NS3 is presented. The macrocycliccore is built using ring-closing metathesis (RCM) of a tripeptidic diene. The presented approach allows the introduction of heteroatoms instrategic places along the macrocyclic ring. The methyl ester moiety in the RCM products was synthetically manipulated to install a keto-amide moiety via a Passerini reaction.