Synthesis of 4-C-methyl analogues of glucosylceramide

Article abstract of DOI:10.1016/0008-6215(92)80085-F

Benzyl 2,3,6-tri-O-benzyl-4-deoxy-4-C-methylene-α-D-xylo-hexopyranoside (3) was transformed with 3-chloroperoxybenzoic acid into the epoxides 4 and 5.Reductive opening of the epoxide moiety in 4 furnished benzyl 2,3,6-tri-O-benzyl-4-C-methyl-α-D-glucopyra