Mucin Type Glycopeptides: Synthesis of Core 2, Core 6 and F1-α Building Blocks and Some Unexpected Reactions

Article abstract of DOI:10.1016/S0040-4039(96)02252-6

Protected Core 2 and 6 and F1-α analogs were synthesized using the 4,6-diol of Tn-Ser/Thr and TF-Ser/Thr.Acetylation of glucosamine in acetic anhydride/pyridine resulted in an additional and unusual N-acetylation at the Fmoc protected amine of serine and threonine followed by β-elimination of the aglycons.Normal glucosamine acetylation was carried out at -20 deg C for 20 minutes to accomplish in synthesis of Core 2, Core 6 and F1-α as glycopeptide building blocks.