From Glycals to Glycopeptides: A Convergent and Stereoselective Total Synthesis of a High Mannose N-Linked Glycopeptide

Zhiguang Wang, Xufang Zhang, David Live, Samuel J. Danishefsky

Angewandte Chemie International Edition · 2000 · 46 citations · 22 references

Concepts

Abstract

A concise and totally synthetic route involving the merger of a fully deprotected glycosylamine and a minimally protected aspartic acid containing peptide has enabled the homogeneous N-linked glycopeptide 1 to be synthesized. The other key conversions in the synthesis are the progression from glycal to free oligosaccharide hemiacetal and subsequent amination with high efficiency.

References

22