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A practical route to 3,6-dideoxyhexoses
Institution:1. State Key Laboratory of Environmental Chemistry and Eco-toxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China;2. School of Chemistry and Chemical Engineering, University of Chinese Academy of Sciences, Beijing 100049, China;3. National Engineering Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, Jiangxi, China;1. College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua 321004, China;2. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China;3. Centre for Synthesis and Chemical Biology, UCD School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland;1. Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyamacho-minami, Tottori City, 680-8552 Tottori, Japan;2. Center for Research on Green Sustainable Chemistry, Faculty of Engineering, Tottori University, Japan
Abstract:Novel, readily scaled and practical routes for the synthesis of 3,6-dideoxy-d-xylo-hexose and 3,6-dideoxy-d-ribo-hexose and their corresponding glycosyl donors are presented. The method uses a 1,2-O-propylidene acetal to protect the monosaccharides, glucose and galactose, thereby permitting not only easy modification at both 3 and 6 positions, but also the opportunity to readily place different protecting groups on OH-2 and OH-4.
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