Victor Ulgar, Ó. López, Inés Maya
Apr 14, 2003
Citations
0
Influential Citations
9
Citations
Journal
Tetrahedron
Abstract
Abstract A series of furan C -nucleosides having a sulfur atom in the sugar ring were synthesised. The α and β anomers of 3-ethoxycarbonyl-2-methyl-5-(4′-thio- d -erythrofuranosyl)furans 10 and 11 were obtained by acid treatment of (4′- S -acetyl-4′-thio- d - arabino -tetritol-1-yl)furan 9 . Oxidation of 10 with m -chloroperbenzoic acid gave sulfoxide 12 as one epimer at the sulfur atom whereas 11 was transformed into sulfoxide 13 as an epimeric mixture. S -Methylation of 10 and 11 with methyl triflate led to sulfonium salts 14 and 15 . The prepared compounds were found to be moderate inhibitors of α- l -fucosidase.