强效免疫抑制剂FR901483的立体控制全合成。

Stereocontrolled total synthesis of potent immunosuppressant FR901483.

作者信息

Kan Toshiyuki, Fujimoto Teppei, Ieda Shigeru, Asoh Yusuke, Kitaoka Haruka, Fukuyama Tohru

机构信息

Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

出版信息

Org Lett. 2004 Aug 5;6(16):2729-31. doi: 10.1021/ol049074w.

DOI:10.1021/ol049074w

PMID:15281755

Abstract

A total synthesis of the potent immunosuppressant FR901483 (1) has been accomplished. The key feature of our convergent synthesis is the stereoselective incorporation of the p-methoxybenzyl and methylamino groups within the core moiety 10. Tricycle 10 was itself constructed by an intramolecular aldol reaction of the symmetrical keto-aldehyde 7. [Structure: see text]

摘要

强效免疫抑制剂FR901483（1）的全合成已完成。我们汇聚式合成的关键特征是在核心部分10中立体选择性地引入对甲氧基苄基和甲基氨基。三环化合物10本身是通过对称酮醛7的分子内羟醛反应构建的。[结构：见正文]