Ketohexoses. Part I. Derivatives of 5-amino-5-deoxy-D-fructose and-L-sorbose

Abstract

Derivatives of 5-amino-5-deoxy-D-fructose have been prepared by displacement with sodium azide of the 5-methanesulphonyloxy-group of methyl 1,3-O-benzylidene-α-L-sorboside 4,5-dimethanesulphonate. Similar displacement by benzoate ion gave, after removal of the ester groups, methyl 1,3-O-benzylidene-β-D-fructopyranoside. Reaction of methyl 1,3-O-benzylidene-β-D-fructoside 4,5-dimethanesulphonate with azide ion led to derivatives of 5-amino-5-deoxy-L-sorbose.