SYNTHESIS OF BIS(CARBAMOYL ESTER) DERIVATIVES OF D-GLUCOSE AS ANTIFUNGAL PRODUCTS

Regiospecific carbamoylation of di-O-isopropylidene protected D-glucos e gave a series of carbamoyl, thiocarbamoyl and dithiocarbamoyl esters at the C-3 secondary site. These were partially and fully deprotected to give two series of derivatives such that a choice of the extent of hydrophilic character could be made. The partially protected products were further derivatized regioselectively with a second carbamoyl, th iocarbamoyl or dithiocarbamoyl group at the C-6 primary site. We also report on antifungal properties of some of those compounds.