α-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 -2-heptulofuranosonate is reported.