You Shu-Li, Kelly Jeffery W
Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, California 92037, USA.
J Org Chem. 2003 Nov 28;68(24):9506-9. doi: 10.1021/jo0302657.
The total synthesis of dendroamide A (1), a multidrug-resistance reversing bistratamide-type peptide-derived macrocycle, has been accomplished in 19% yield. Fmoc-protected amino acids were condensed into appropriately protected dipeptides which were treated with bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate to afford oxazoles and thiazolines (oxidized to thiazoles) with high chemo- and stereoselectivity. The convergent condensation of three heterocyclic amino acids followed by macrocyclization afforded the natural product.
已完成对具有多药耐药逆转作用的双链酰胺型肽衍生大环化合物树状酰胺A（1）的全合成，产率为19%。将Fmoc保护的氨基酸缩合为适当保护的二肽，然后用双（三苯基）氧代二鏻三氟甲磺酸盐处理，以高化学和立体选择性得到恶唑和噻唑啉（氧化为噻唑）。三种杂环氨基酸的汇聚缩合随后进行大环化，得到了天然产物。
