Methyl α- -fructofuranoside: Synthesis and conversion into carboxylates

Methyl α- -fructofuranoside was synthesized by methylation of -fructose and subsequent isolation of the α-furanoside from the anomeric mixture. This fructofuranoside was used as a starting material for the syntheses of several carboxylates, applying glycolic oxidation, selective oxidation of the primary alcohol function at the C-6 position and carboxymethylation.     

Synthesis of Methyl 2-Acetamido-4,6-di-O-acetyl-3-S-acetyl-2-deoxy-3-thio-α-D-mannopyranoside

Methyl-2-acetamido-4,6-di-O-acetyl-3-S-acetyl-2-deoxy-3-thio-α-D-mannopy-ranoside has been synthesized by conversion of methyl 2-amino-2-deoxy-4,6-O-benzylidene-α-D-altropyranoside into the corresponding 3-O-methanesulfony1-2-N-[(methylthio)thiocarbonyl]derivative followed by intramolecular displacement of the 3-O-methanesulfonyloxy group with the (methylthio)thiocarbamoyl group.