Improved total synthesis of the potent HDAC inhibitor FK228 (FR-901228)

被引：62

作者：

Greshock, Thomas J. ^{[1
]}

Johns, Deidre M. ^{[1
]}

Noguchi, Yasuo ^{[1
]}

Williams, Robert M. ^{[1
,2
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

[2] Univ Colorado, Ctr Canc, Aurora, CO 80045 USA

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 04期

关键词：

HISTONE DEACETYLASE INHIBITOR; CHROMOBACTERIUM-VIOLACEUM NO-968; SPIRUCHOSTATIN-A; DEPSIPEPTIDE; FR901228; KETONES; TUMORS;

D O I：

10.1021/ol702957z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A scaleable synthesis of the potent histone deacetylase (HDAC) inhibitor FK228 is described. A reliable strategy for preparing the key,beta-hydroxy mercapto heptenoic acid partner was accomplished in nine steps and 13% overall yield. A Noyori asymmetric hydrogen-transfer reaction established the hydroxyl stereochemistry in >99:1 er via the reduction of a propargylic ketone.

引用

页码：613 / 616

页数：4

共 23 条

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