Synthesis of new pseudonucleosides containing chiral cyclosulfamides as agycone.
A series of chiral cyclosulfamides have been synthesized in four steps, starting from N-benzoylaminoacids. Regioselective glycosylation of these pseudopyrimidic heterocycles was carried out after deprotection. Best glycosylation results were obtained by preliminary silylation of cyclosulfamides, and their condensation with a tetraacetylribofuranose and pentaacetylglucopyranose is described, which yielded the pseudonucleosides in a beta-anomeric configuration.
Berredjem
Malika
M
Laboratoire de Chimie Bioorganique, Université Badji-Mokhtar, BP12 Annaba, Algeria.
Aouf
Nour-Eddine
NE
D006031:Glycosylation; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D013440:Sulfides
D007202:Indicators and Reagents; D009705:Nucleosides; D013440:Sulfides