Synthesis of naphthoxylosides on solid support

被引：13

作者：

Jacobsson, M ^{[1
]}

Ellervik, U ^{[1
]}

机构：

[1] Lund Univ, Ctr Chem & Chem Engn, SE-22100 Lund, Sweden

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 37期

关键词：

xylosides; dihydroxynaphthalenes; antiproliferative; solid support;

D O I：

10.1016/S0040-4039(02)01467-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In order to investigate the selective antiproliferative effects shown by 2-(6-hydroxynaphthyl)-beta-D-xylopyranoside the 14 possible beta-D-xylopyranosidic compounds were synthesized on solid support. An aminomethylated polystyrene resin was converted into an acid chloride resin and then esterified using dihydroxynaphthalene. The free hydroxy group was then xylosylated Under BF3.OEt2 mediated conditions. The xyloside was deprotected and simultaneously cleaved off the resin Using NaOMe/MeOH. Final purification using reverse phase HPLC gave the pure xylosides in 6-42% yield with Virtually no formation of alpha-xylosides. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：6549 / 6552

页数：4