Preparation of S- and N-Linked Glycosylated Amino Acid Building Blocks for Solid-phase Glycopeptide Library Synthesis

摘要

A general route for the preparation of l,2-trans-linked S-glycosylated amino acid building blocks by a Lewis-acid-promoted condensation of peracetylated glycosyl donors and N~(alpha)-Fmoc-Cys-OH, in good overall yield, is described. In addition, a short and time-efficient route was applied for the synthesis of N-glycosylated amino acid building blocks in good overall yields by coupling unprotected glycosylamines and N~(alpha)-Fmoc-Asp(OH)-O~tBu using TBTU activation.