作者
Daniel S Nielsen, Huy N Hoang, Rink-Jan Lohman, Frederik Diness, David P Fairlie
发表日期
2012/11/16
期刊
Organic letters
卷号
14
期号
22
页码范围
5720-5723
出版商
American Chemical Society
简介
The first total synthesis and three-dimensional solution structure are reported for sanguinamide A, a thiazole-containing cyclic peptide from the sea slug H. sanguineus. Solution phase fragment synthesis, solid phase fragment assembly, and solution macrocyclization were combined to give (1) in 10% yield. Spectral properties were identical for the natural product, requiring revision of its structure from (2) to (1). Intramolecular transannular hydrogen bonds help to bury polar atoms, which enables oral absorption from the gut.
学术搜索中的文章
DS Nielsen, HN Hoang, RJ Lohman, F Diness… - Organic letters, 2012