Synthesis of dimeric Lewis X antigenic determinant with azido-type spacer arm by a sequence of regioselective glycosylation steps

Article abstract of DOI:10.1016/S0040-4039(98)02104-2

A new regioselective glycosylation strategy was used to develop a highly efficient synthesis of the dimeric Lewis X determinant linked to an azido type spacer arm. Regioselective galactosylation of 3,4 glucosamine diols 2 and 3 with galactose donor 4, followed by fucosylation provided two trisaccharide building blocks 9 and 10. The final condensation involved a 3b- regioselective glycosylation of the 2b,3b trisaccharide diol 11 in good yields.