Synthesis of a tetrasaccharide related to the triterpenoid saponin Bellisoside isolated from Bellis perennis (compositae)

被引：9

作者：

Mandal, Santanu ^{[1
]}

Sharma, Nayan ^{[1
]}

Mukhopadhyay, Balaram ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res Kolkata IISER K, Mohanpur 741252, Nadia, India

来源：

TETRAHEDRON-ASYMMETRY | 2010年 / 21卷 / 17期

关键词：

EFFICIENT REUSABLE CATALYST; CONVERGENT SYNTHESIS; CONCISE SYNTHESIS; SILICA; ISOPROPYLIDENE; TRISACCHARIDES; GLYCOSIDES;

D O I：

10.1016/j.tetasy.2010.06.032

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A concise synthesis of a tetrasaccharide related to the triterpenoid saponins Bellisoside has been accomplished from commercially available monosaccharides through rational protecting group manipulations and stereoselective glycosylations. For the glycosylation reactions. H2SO4-silica has been successfully used as an alternative to conventional Lewis acids such as TfOH or TMSOTf. The target tetrasaccharide has been synthesized in the form of its p-methoxyphenyl glycoside which leaves scope for further glyco-conjugate formation through the selective deprotection of p-methoxyphenyl glycoside followed by trichloroacetimidate chemistry. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：2172 / 2176

页数：5

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