Synthesis of targetable cationic amphiphiles

被引：51

作者：

Ren, T ^{[1
]}

Liu, DX ^{[1
]}

机构：

[1] Univ Pittsburgh, Sch Pharm, Dept Pharmaceut Sci, Pittsburgh, PA 15261 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 43期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(99)01558-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cationic amphiphiles 1a-1c, with monosaccharide at the omega-position of the hydrocarbon tails, were synthesized by utilization of Schmidt's trichloroacetimidate procedure for the glycosylation step acid application of the commercially available 3,5-dihydroxybenzyl alcohol as a scaffold for the attachment of double hydrocarbon tails. Application of the Zemplen condition for O-deacetylation in the presence of base-sensitive benzyl bromide was found to be efficient. The synthetic route provides an entry for the synthesis of versatile quaternary ammonium amphiphiles having the cell targeting glycosyl ligands. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：7621 / 7625

页数：5

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