SYNTHESIS OF PHENYL D-GLUCOPYRANOSIDES; NUCLEOPHILIC SUBSTITUTION OF O-(2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSYL)-PSEUDOUREAS BY PHENOLS

Article abstract of DOI:10.1016/S0008-6215(00)84601-7

A series of nucleophilic substitution-reactions of O-(2,3,4,6-tetra-O-benzyl-D-glucopyranosil)pseudoureas by phenols was investigated as a novel procedure for the synthesis of phenyl D-glucopyranoside derivatives; these reactions were found to give the corresponding phenyl 2,3,4,6-tetra-O-benzyl-D-glucopyranosides in excellent yields.Reaction mechanisms were discussed on the basis of the results obtained.