Journal
TETRAHEDRON
Volume 63, Issue 50, Pages 12310-12316Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2007.09.072
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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.
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