Synthesis of tetra- and hexasaccharide fragments corresponding to the O-antigenic polysaccharide of Klebsiella pneumoniae |
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Authors: | San-Yong Zhu Jin-Song Yang |
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Institution: | Key Laboratory of Drug Targeting and Delivery Systems, Ministry of Education, and Department of Chemistry of Medicinal Natural Products, West China School of Pharmacy, Sichuan University, Chengdu 610041, PR China |
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Abstract: | The preparation of linear tetra- (1) and hexasaccharides (2), containing the repeating unit →3)-β-Galf-(1→3)-α-Galp-(1→] present in the O-polysaccharide of the lipopolysaccharide of Klebsiella pneumoniae is described. The key step in their synthesis is the α-selective galactopyranosylation of 3-OH di- and tetrasaccharide acceptors (20 and 22) with a disaccharide trichloroacetimidate donor 19 in the presence of trimethylsilyl triflate in a diethyl ether–CH2Cl2 mixture as solvent. |
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