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Facile synthesis of tetrasaccharide aided by fluorous chemistry toward a dengue virus vaccine

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Abstract

We report the synthesis of a tetrasaccharide with side chain using a light-fluorous-tagged glycosyl donor through the double glycosylation and gradient fluorous solid-phase extraction by adding a little of DCM to improve the solubility for retention for the first time. This convergent method has high efficacy by saving much time and solvent.

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Acknowledgments

This Research is supported financially by the joint Grant of National Natural Science Foundation of China (NSFC) and National Institute of Health (NIH) of USA (No. 81161120402) and the National 863 Program of China, No. 2012AA020303.

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Authors and Affiliations

  1. Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, 2 Nanwei Rd., Xicheng District, Beijing, 100050, People’s Republic of China

    Yan Zhang, Bo Liu & Gang Liu

  2. Tsinghua-Peking Center for Life Sciences, Beijing, People’s Republic of China

    Gang Liu

  3. Department of Pharmacology and Pharmaceutical Sciences, School of Medicine, Tsinghua University, Haidian District, Beijing,  100084, People’s Republic of China

    Gang Liu

Authors
  1. Yan Zhang
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  2. Bo Liu
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  3. Gang Liu
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Corresponding author

Correspondence to Gang Liu.

Additional information

The core tetrasaccharide with a side chain was synthesized using the excess fluorous-tagged mannosyl donor through double glycosylation. Purification of the resulting glycosides was rapidly and efficiently accomplished by a gradient fluorous solid-phase extraction (FSPE).

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Zhang, Y., Liu, B. & Liu, G. Facile synthesis of tetrasaccharide aided by fluorous chemistry toward a dengue virus vaccine. Mol Divers 17, 613–618 (2013). https://doi.org/10.1007/s11030-013-9451-0

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  • DOI: https://doi.org/10.1007/s11030-013-9451-0

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