PHOSPHOTRIESTER APPROACH TO THE SYNTHESIS OF α-GLUCOSYLATED MONO- AND DIPHOSPHATIDYL GLYCEROLS: BACTERIAL CELL-WALL COMPONENTS

Article abstract of DOI:10.1016/S0040-4020(01)98907-0

Two bifunctional phosphorylating agents, 2,2,2-tribromoethyl and 2-chlorophenyl phosphorodichloridate, were used with 1,2,4-triazole to assemble phosphotriester derivatives of protected α-glucosyl mono- and diphosphatidyl glycerols.Benzyl, allyl and pivaloyl groups were used for the protection of the hydroxyl functions of the glucose and glycerol moieties, respectively.The merits of the pivaloyl group are discussed.Finally, special attention is paid to the conversion of the phosphotriesters into the required phosphodiester functions.