76222-70-3Relevant articles and documents
The Effect of Hydroxyl Groups in the Aglycone in the Solvolysis of Glucopyranosides by Trifluoroacetolysis
Franzen, Lars-Erik,Svensson, Sigfrid
, p. 171 - 176 (2007/10/02)
2,3,4,6-Tetra-O-methyl-β-D-glucosides and 2,3,4-tri-O-methyl-β-D-glucosides having hydroxyl groups in the aglycone moiety have been synthesized.The compounds have been investigated for their stability towards trifluoroacetolysis in order to evaluate the stabilizing effect of hydroxyl groups in the aglycone on solvolysis of the glycosidic bond.It was found that a hydroxyl group in the β- or γ-position to the glycosidic oxygen exerts little effect in retarding the solvolysis of the glycosidic bond.However, two hydroxyl groups in the β-position showed a moderate effect in diminishing the rate of solvolysis.