Synthesis of 3,4,5-trimethoxyphenyl 5"-O-caffeoyl-β-D-erythro-apiofuranosyl-(1→6)-β-D-glucopyranoside:: Kelampayoside B

被引：5

作者：

Duynstee, HI ^{[1
]}

de Koning, MC ^{[1
]}

van der Marel, GA ^{[1
]}

van Boom, JH ^{[1
]}

机构：

[1] Leiden Univ, Gorlaeus Labs, Leiden Inst Chem, NL-2300 RA Leiden, Netherlands

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 23期

关键词：

D O I：

10.1016/S0040-4039(98)00673-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chemoselective NIS/ cat. TfOH-mediated glycosylation of ethyl 2,3,4-tri-O-benzoyl-1-thio-beta-D-glucopyranoside (4) with ethyl 2,3-di-O-acetyl-5-O-benzyl-1-thio-alpha/beta-D-erythro-apiofuranoside (3) gave dimer 5 in an excellent yield. BF3Et2O-catalysed condensation of the alpha-trichloroacetimidate 18, accessible in two steps from 5, with 3,4,5-trimethoxyphenol gave beta-linked derivative 19 which could be transformed in five steps into the title compound. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：4129 / 4132

页数：4

共 19 条

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