A novel method for solid-phase synthesis of oligosaccharides using the N-1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl (Dde) linker

被引：8

作者：

Drinnan, N

West, ML

Broadhurst, M

Kellam, B

Toth, I

机构：

[1] Alchemia Pty Ltd, Eight Mile Plains, Qld 4113, Australia

[2] Univ London, Sch Pharm, London WC1N 1AX, England

[3] Univ Queensland, Sch Pharm, Brisbane, Qld 4072, Australia

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 06期

关键词：

solid-phase/oligosaccharide synthesis; dimedone based linker;

D O I：

10.1016/S0040-4039(00)02197-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The application of the N-1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl (Dde) linker for the solid-phase synthesis of oligosaccharides is described. The oligosaccharide products can be cleaved from the resin by hydrazine, ammonia or primary amines, but the linker is stable under the conditions of oligosaccharide synthesis. The first sugar can be attached to the resin linker via a vinylogous amide bond, or by ether linkage using a p-aminobenzyl alcohol converter. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1159 / 1162

页数：4

共 28 条

[1] Use of controlled pore glass in solid phase oligosaccharide synthesis. Application to the semiautomated synthesis of a glyconucleotide conjugate [J].