Total synthesis of a biotinylated derivative of phorboxazole A via sonogashira coupling

被引：27

作者：

Hansen, TM ^{[1
]}

Engler, MM ^{[1
]}

Forsyth, CJ ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 13期

关键词：

D O I：

10.1016/S0960-894X(03)00355-X

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The C46 terminus of phorboxazole A has been modified to incorporate a biotin-terminated linker via direct palladium-mediated Sonogashira reaction conditions. Synthetic 45,46-dehydrobromophorboxazole A was joined with a tris-(polyethyleneglycol)vinyl iodide-biotin ester using catalytic PdCl2(PPh3)(2), CuI, and Et3N in THE. This process demonstrates the utility of mild carbon-carbon bond formation in the context of phorboxazoles' architecture and provides a potential affinity probe. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：2127 / 2130

页数：4

共 16 条

[1] Application of complex aldol reactions to the total synthesis of phorboxazole B [J].