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A facile O-glycosidation using stannic chloride.
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1976
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DerivativesBioorganic ChemistryBiochemistryNatural SciencesMedicineGlycobiologyOrganic ChemistrySpectral DifferencesPhytochemicalPolysaccharideStannic ChloridePhytochemistryPharmacologyCarbohydrate-protein InteractionEstriol 16Glycosylation
Using stannic chloride, O-glycosidation, especially O-glucuronidation of p-nitrophenol, estradiol 17-acetate, estriol 16, 17-diacetate, p-nitrobenzyl alcohol, trichloroethanol was carried out. This method is available for the preparation of some alkyl α- and β-glucuronosides and aryl β-glucuronosides, especially estrogen derivatives which are obtained in comparatively low yield by the Koenigs-Knorr method. Spectral differences of α- and β-anomers obtained were examined.