Conversion of Nocathiacin I to Nocathiacin Acid by a Mild and Selective Cleavage of Dehydroalanine

详细信息    查看全文

• 作者：Libo Xu ; Amy K. Farthing ; Yao-Jun Shi ; Peter T. Meinke ; Kun Liu
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：September 14, 2007
• 年：2007
• 卷：72
• 期：19
• 页码：7447 - 7450
• 全文大小：79K
• 年卷期：v.72,no.19(September 14, 2007)
• ISSN：1520-6904

文摘

Thiazolyl peptide antibiotic nocathiacin I (1) was convertedto nocathiacin acid (4) in high yield by treatment withtrifluoroacetic anhydride and pyridine in THF at roomtemperature. Two equipotent water-soluble amide analoguesof nocathiacin I were readily prepared from this importantand versatile carboxylic acid intermediate under mild peptidecoupling conditions. The present method is useful forchemical derivatization of complex natural products thatcontain C-terminal dehydroalanine.