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Synthesis of lactam and acetamido analogues of sialyl Lewis x tetrasaccharide and Lewis x trisaccharide

Virtually complete regioselective galactosylation of the diol acceptor p-methoxyphenyl 6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D- glucopyranoside (15) with the donors ethyl 3,4-di-O-acetyl-6-O-benzyl-2- deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1-thio-β-D- galactropyranoside (14), 4-methylphenyl 2,3-di-O-acetyl-4-azido-6-O-benzyl- 4-deoxy-1-thio-β-D-galactopyranoside (30), and 4-methy