将选择性保护的乳糖二醇与Lewis^x三糖在N-碘代丁二酰亚胺(NIS)/TfOH催化下高立体、高区域选择性糖苷化得Lewis^x五糖,后者脱保护后获得目标五糖,总收率67.7%.化合物结构经NMR.MS和元素分析确证.
This paper describes an efficient synthesis of Lewis^x pentasaccharide (1) based on a highly stereo- and regio-selective glycosylation. A lactoside diol was glycosylated with phenyl 6-O-benzyl-2-deoxy-2- phthalimido-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-3-O-(2,3,4-tri-O-benzyl-α-L-fucopy ranosyl)-β-D-glucopyranoside (2) to give a pentasaccharide (4) which, after deprotection, afforded the target pentasaccharide.