93253-79-3Relevant academic research and scientific papers
GLYCOSYLATION OF TRITERPENE ALCOHOLS OF THE LUPANE SERIES
Odinokova, L. E.,Denisenko, M. V.,Denisenko, V. A.,Uvarova, N. I.
, p. 178 - 183 (1988)
The glycosylation of lupeol, allobetulin, 3β-28-dihydroxy-18-lupene, 3β-28-dihydroxy-18β,19β-epoxylupane and of betulin monoacetates in acetonitrile with mercury cyanide has ben studied.The 3- and 28-mono- and the 3,28-di-O-β-D-glucopyranosides of 3β-28-dihydroxy-18-lupene and of 3β-28-dihydroxy-18β,19β-epoxylupane have been synthesized for the first time.Preparative methods for the synthesis of glucosides of lupeol, of allobetulin, and of betulin 3- and 28-monoacetates are proposed.
GLYCOSYLATION OF BETULIN AND ITS ACETATES IN THE PRESENCE OF CADMIUM CARBONATE
Odinokova, L. E.,Oshitok, G. I.,Denisenko, V. A.,Anufriev, V. F.,Tolkach, A. M.,Uvarova, N. I.
, p. 168 - 173 (2007/10/02)
The glycosylation of betulin and its acetates by α-acetobromoglucose in toluene in the presence of cadmium carbonate is considered.It has been shown that the reaction is accompanied by Wagner-Meerwein rearrangements of the initial alcohols in rings A and E.This leads to the formation - in addition to acetates of betulin glycosides - of derivatives of allobetulin - A-nor-Δ3(5)-allobetulin and A-nor-Δ3(5)-betulin - as was shown by 1H and 13C NMR spectroscopy.
