First synthesis of 3′-deoxy Lewisx pentasaccharide |
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Institution: | 1. Department of Industrial Engineering and Operations Research, UC Berkeley, USA;2. College of Computer, National University of Defense Technology, Changsha, China;3. Department of Management Science and Engineering, Stanford University, USA;4. Department of ECE, National University of Singapore, Singapore;1. Key Lab of Intelligent Computing and Signal Processing of MOE & School of Computer and Technology, Anhui University, HeFei 230039, PR China;2. School of Computer Science and Center for OPTical IMagery Analysis and Learning (OPTIMAL), Northwestern Polytechnical University, Xi’an 710072, Shanxi, PR China |
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Abstract: | The total synthesis of 3′-deoxy Lewisx pentasaccharide is reported. 4-O-Acetyl-2,6-di-O-benzoyl-3-deoxy-β-d-xylo-hexopyranosyl trichloroacetimidate was condensed with a diol of glucosamine to give a disaccharide, which was further fucosylated to a Lewisx trisaccharide analogue. Glycosylation of a lactoside diol with this trisaccharide provided a pentasaccharide, which after deprotection, afforded the target pentasaccharide. |
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