86420-69-1Relevant articles and documents
SELECTIVE ESTERIFICATION OF METHYL 4,6-O-BENZYLIDENE-α-D- AND β-D-GALACTOPYRANOSIDE IN A CATALYTIC TWO-PHASE SYSTEM
Szeja, Wieslaw
, p. 1803 - 1808 (2007/10/02)
Selective tosylation of methyl 4,6-O-benzylidene-α-D- (1) and β-D-galactopyranoside (8) in a catalytic two-phase system (CTP system) yields preferentially 2-O-p-toluenesulfonate and 3-O-p-toluenesulfonate, respectively.In the course of unimolar benzoylation of 1 and 8, under similar conditions, a migration of the acyl group takes place and an equilibrium mixture is obtained.Esterification of 1 and 8 with benzoyl chloride under CTP conditions, in presence of an aqueous sodium hydroxide solution, saturated with sodium perchlorate, afforded in preponderant yields 2-O-benzoate and 3-O-benzoate, respectively.