Regioselective protection of xylose for efficient synthesis of arabino-α-1,3-xylosides |
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| Authors: | Deqin Cai Dongliang Guan Kan Ding Wei Huang |
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| Institution: | 1. University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China;2. Glycochemistry and Glycobiology Lab, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China;3. CAS Key Laboratory of Receptor Research, CAS Center for Excellence in Molecular Cell Science, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Pudong, Shanghai 201203, China |
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| Abstract: | We reported here an efficient regioselective protection strategy for xylose with two-step successive protections on 4- and 2-OH. This method enables the expeditious preparation of various xylose building blocks (3a–c, 5, 6). The rapid selective 2,4-protection especially facilitates the synthesis of 3-substituted xyloside structures. By this approach, typical arabino-α-1,3-xyloside disaccharide and trisaccharide, as fragment structure units from arabinoxylans, have been successfully synthesized. |
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| Keywords: | Xylose Regioselective protection Arabino-α-1 3-xyloside |
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