环孢菌素的全合成：通过异腈偶联反应获得 N-甲基化肽。
Total synthesis of cyclosporine: access to N-methylated peptides via isonitrile coupling reactions.
机构信息
Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10065, USA.
出版信息
J Am Chem Soc. 2010 Mar 31;132(12):4098-100. doi: 10.1021/ja100517v.
Abstract
Recent developments in the use of isonitriles to furnish secondary and tertiary amide bond formations have been applied to a novel total synthesis of the important cyclic polypeptide cyclosporine A. Specifically, the disclosed synthetic route demonstrates the utility of microwave-mediated carboxylic acid isonitrile couplings, thioacid isonitrile couplings at ambient temperature, and isonitrile-mediated couplings of carboxylic acids and thioacids with amines to form challenging amide bonds.
摘要
异腈在构建仲酰胺和叔酰胺键中的应用最近取得了新的进展，这一进展被应用于新型环状多肽环孢菌素 A 的全合成中。具体而言，所披露的合成路线展示了微波介导的羧酸异腈偶联、室温下的硫代酸异腈偶联，以及异腈介导的羧酸和硫代酸与胺的偶联，以形成具有挑战性的酰胺键的实用性。
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On the Preparation of Enantiomerically Pure Isonitriles from Amino Acid Esters and Peptides.由氨基酸酯和肽制备对映体纯的异腈
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Addressing mechanistic issues in the coupling of isonitriles and carboxylic acids: potential routes to peptidic constructs.探讨异腈与羧酸偶联中的机理问题：形成肽类结构的潜在途径。
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On the two-component microwave-mediated reaction of isonitriles with carboxylic acids: regarding alleged formimidate carboxylate mixed anhydrides.关于异腈与羧酸的双组分微波介导反应：论所谓的甲脒羧酸混合酸酐
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