Synthesis and 13C NMR spectra of 2,3-di- O-glycosyl derivatives of methyl α- l-rhamnopyranoside and methyl α- d-mannopyranoside

Abstract

The syntheses are described of 2,3-di- O-glycosyl derivatives of methyl α- l- rhamnopyranoside ( 1–5)and α- d-mannopyranoside ( 6–9). [Display omitted] X Y X Y 1 α- l-Rha p α- d-Glc p 6 α- l-Rha p α- d-Glc p 2 α- d-Glc p α- l-Rha p 7 α- d-Man p α- d-Glc p 3 α- l-Rha p β- d-Glc p 8 β- l-Fuc p β- l-Fuc p 4 α- l-Rha p β- l-Fuc p 9 α- l-Fuc p β- l-Fuc p 5 β- d-Glc p β- d-Gal p The deviation from additivity in 13C NMR spectra calculated for 1–9 were similar for stereochemicallyrelated trisaccharides.