Studies of D-Glucuronolactone Derivatives. VI

Abstract

The Koenig-Knorr reaction of tri-O-acetyl-1-bromo-1-deoxy-α-D-glucopyranuronic acid and 2-chloroethanol was found to produce three compounds; 2-chloroethyl tri-O-acetyl-β-D-glucopyranosiduronic acid (II), 2-hydroxyethyl (2-chloroethyl tri-O-acetyl-β-D-glucopyranosid) uronate (V), and 1-O-(2-chloroethyl tri-O-acetyl-β-D-glucopyranosiduronoyl) tri-O-acetyl-β-D-glucopyranuronic acid (VIII). Reaction of tetra-O-acetyl-D-glucopyranuronic acid and acetylated halogen-sugar derivatives in acetone, in the presence of silver carbonate, afforded the corresponding ester-type disaccharides and examinations were made on the stability of these compounds in aqueous ammonia.