ALL ABOUT TRI-O-ACETYL-2-DEOXY-2-PHTHALIMIDO-BETA-D-GLUCOSYL TRICHLOROACETIMIDATE

Treatment of l-2-(o-carboxybenzoylamino)-2-deoxy-beta-D-glucose with e thyl chloroformate, followed by workup and treatment with methanol, di d not give etra-0-acetyl-2-deoxy-2-phthalimido-beta-D-glucose as repor ted in the literature, but rather the methyl ester -2-(o-methoxycarbon ylbenzoylamino)-beta-D-glucose. The formation of this methyl ester- is believed to proceed via ydroisobenzofuran-1'-ylidene)amino]-beta-D-gl ucose which was also formed from the amido carboxylic acid by treatmen t with dicyclohexylcarbodiimide. Optimal procedures are given for the preparation of the title compound tri-O-acetyl-2-deoxy-2-phthalimido-b eta-D-glucosyl trichloroacetimidate.