SYNTHESIS OF 4-NITROPHENYL O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-(1-ALPHA-2)-O-(6-O-METHYL-ALPHA-D-MANNOPYRANOSYL)-(1-ALPHA-6)-BETA-D-GLUCOPYRANOSIDE AND ITS 4',6'-DI-O-METHYL ANALOG - POTENTIAL INHIBITORS OF N-ACETYLGLUCOSAMINYL-TRANSFERASE-V (GNT-V)

O-(2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-beta-D-glucopyranosyl)-(1 --> 2)-3,4-di-O-acetyl-6-O-methyl-alpha-D-mannopyranosyl bromide and O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-beta-D-glucopyranosyl)-(1 --> 2)-3-O-acetyl-4,6-di-O-methyl-alpha-D-mannopyranosyl bromide were each condensed with 4-nitrophenyl 2,3-di-O-acetyl-beta-D-glucopyranoside, and the products were deprotected to yield, respectively, beta-D-Glc p NAc-(1 --> 2)-6-O-Me-alpha-D-Man p-(1 --> 6)-beta-D-Glc p and beta-D-Glc p NAc-(1 --> 2)-4,6-di-O-Me-alpha-D-Man p-(1 --> 6)-beta-D-Glc p, as their 4-nitrophenyl glycosides. These trisaccharides are expected to function as inhibitors for N-acetylglucosaminyltransferase V.