An approach to pseudo-glycopeptides from 2-carbamoyl-2-deoxyglycosides

Article abstract of DOI:10.1016/0008-6215(94)84216-7

Described some years back was the synthesis of methyl 2-C-carbamoyl-2-deoxyglycopyranosides by addition of tosyl isocyanate to glycals, followed by alcoholysis of unstable cycloadduct. To link a peptide with the sugar unit, the carbamoyl function at C-2 in 1 can be employed. Reported in this paper are several possible routes leading to pseudo-glycopeptides from compounds 2 and 3 of the β-D-gluco and β-D-galacto configurations.