Chemical synthesis of alpha-D-mannosylphosphate serine derivatives: A new class of synthetic glycopeptides

alpha-D-Mannosylphosphate serine derivatives were conveniently synthesized by reaction of benzyl or cyanoethyl phospho-chloroamidites with 2,3.4.6-tetra-O-acetyl-D-mannose to give intermediate a-mannosyl phosphoramidites, which were successfully reacted with properly protected serine derivatives in the presence of 1H-tetrazole to give phosphite triesters which could be oxidized to phosphotriesters using t-BuOOH.