187930-05-8

Upstream product

• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 85141-64-6 3-O-(N,N-diethylcarbamoyl)-1,2:5,6-di-O-isopropylidene-α-D-glucose 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 187929-94-8 Diethyl-carbamic acid (3aR,5R,6S,6aR)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 

Relevant academic research and scientific papers

Synthesis of bis(carbamoyl ester) derivatives of D-glucose as antifungal products

Regiospecific carbamoylation of di-O-isopropylidene protected D-glucose 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, thiocarbamoyl or dithiocarbamoyl group at the C-6 primary site. We also report on antifungal properties of some of those compounds.