Oligosaccharides through reactivity tuning:: convergent synthesis of the trisaccharides of the steroid glycoside Sokodoside B isolated from marine sponge Erylus placenta

被引：29

作者：

Dasgupta, Somnath ^{[1
]}

Pramanik, Kausikisankar ^{[2
]}

Mukhopadhyay, Balaram ^{[1
]}

机构：

[1] Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India

[2] Jadavpur Univ, Inorgan Chem Sect, Dept Chem, Kolkata 700032, W Bengal, India

来源：

TETRAHEDRON | 2007年 / 63卷 / 50期

关键词：

D O I：

10.1016/j.tet.2007.09.072

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chemical synthesis of the trisaccharide of the steroid glycoside Sokodoside B isolated from Erylus placenta is reported. Stereoselective, high-yielding glycosylation strategies through thioglycoside activation using H2SO4 immobilized on silica in conjunction with N-iodosuccinimide are used for better results. A late stage TEMPO-mediated oxidation was performed for the formation of required uronic acid moiety. An analog of the target trisaccharide is also prepared by using a bis-glycosylation approach. (c) 2007 Elsevier Ltd. All fights reserved.

引用

页码：12310 / 12316

页数：7

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