Total Synthesis of Dynobactin A

被引:6
作者
Schneider, Fabian [1 ]
Guo, Yinliang [1 ]
Lin, You-Chen [1 ]
Eberle, Kelly J. [1 ]
Chiodi, Debora [1 ]
Greene, Johnathan A. [1 ]
Lu, Chenxin [1 ]
Baran, Phil S. [1 ]
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
关键词
MEMBRANE; DISCOVERY; MACHINERY;
D O I
10.1021/jacs.3c11560
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first total synthesis of the potent antimicrobial agent dynobactin A is disclosed. This synthesis enlists a singular aziridine ring opening strategy to access the two disparate beta-aryl-branched amino acids present within this complex decapeptide. Featuring a number of unique maneuvers to navigate inherently sensitive and epimerizable functional groups, this convergent approach proceeds in only 16 steps (LLS) from commercial materials and should facilitate the synthesis of numerous analogues for medicinal chemistry studies.
引用
收藏
页码:6444 / 6448
页数:5
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