SYNTHESIS OF BETA-CHOLESTERYLGLYCOSIDE OF N-ACETYLMURAMYL-L-ALANYL-D-ISOGLUTAMINE METHYL-ESTER

beta-Cholesterylglycoside of N-acetylmuramyl-L-alanyl-D-isoglutamine m ethyl ester was synthesized. N-Acetylglucosamine beta-cholesterylglyco side was obtained by glycosylation of cholesterol with peracetate of N -phthaloylglucosaminyl bromide using the Helferich method followed by N-deprotection and reacetylation. Alternatively, this glycoside was sy nthesized using peracetate of alpha-N-acetylglucosaminyl chloride as a glycosyl donor. 4,6-O-Isopropylidenemuramic acid prepared from the gl ycoside was couple with L-Ala-D-Glu-(OMe)-NH2. The target glycopeptide was obtained by the removal of isopropylidene protection.