alpha-Azidoesters as divergent intermediates for combinatorial generation of glucofuranose libraries of novel N-linked glycopeptides

Epimeric azidoesters containing a glucofuranosyl moiety are readily prepared from glucoheptonolactone and may be reduced to corresponding aminoesters; such compounds may be useful intermediates for the generation of combinatorial libraries of glucofuranose mimics and of spiroderivatives of glucofuranose at the anomeric position. The X-ray crystal structure of methyl 2-amino-2-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene- β-D-gluco-heptulofuranosonate is reported