A novel linker for solid-phase synthesis cleavable under neutral conditions

被引：8

作者：

Murata, A ^{[1
]}

Wada, T ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Frontier Sci, Dept Med Genome Sci, Kashiwa, Chiba 2778562, Japan

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 13期

关键词：

linker; solid-phase; azidomethyl group; Staudinger reaction; neutral conditions;

D O I：

10.1016/j.tetlet.2006.01.135

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel linker cleavable under neutral conditions has been developed for the solid-phase synthesis of base-labile compounds. The linker is comprised of a 3-azidomethyl-4-hydroxybenzyl alcohol moiety, and the azidomethyl group in the linker is readily converted to an aminomethyl group by treatment with a phosphine reagent in the presence of water to result in an intramolecular cyclization to release the compounds. Using the linker, a base-labile dinucleoside methyl phosphate was synthesized on a highly cross-linked polystyrene (HCP) support and cleaved successfully from the resin without decomposition of the product. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：2147 / 2150

页数：4

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