Synthesis of 2,3-di- O-glycosyl derivatives of methyl α- and β- d-glucopyranoside

Abstract

The syntheses are described of 2,3-di- O-glycosyl derivatives of methyl α- and β- d-glucopyranoside having α- d-manno-, β- d-galacto-, α- l-rhamno-, α- l-fuco-, and β- l-fuco-pyranosyl substitutents at O-2 and O-3. The syntheses involved glycoslation of methyl 4,6- O-(benzylidene-α- ( 24) and β- d-glucopyranoside ( 21), and substituted derivatives of 21 bearing 2- O-(2,3,4,6-tetra- O-benzyl-α- d-mannopyranosyl)-, -(2,3,4,6-tetra- O-acetyl-β- d-galactopyranosyl)-, -(2,3,4-tri- O-benzyol-α- L-rhamnopyranosyl)-, and-(2,3,4-tri- O-benzoyl-β- l-fucopyranosyl) groups.