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Convergent synthesis of the pentasaccharide repeating unit of the O-antigenic polysaccharide of enterohaemorrhagic Escherichia coli O113

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Abstract

An acidic pentasaccharide repeating unit corresponding to the O-antigenic polysaccharide of enterohaemorrhagic Escherichia coli O113 as its p-methoxyphenyl glycoside has been synthesized in a convergent manner by adopting a [3+2] block glycosylation strategy. During the synthetic endeavor a one-pot reaction condition for stereoselective glycosylation and protecting group manipulation has been applied. All glycosylation steps are highly stereoselective with good to excellent yield.

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Acknowledgments

A. S. thanks CSIR, New Delhi for providing a Senior Research Fellowship. This work was supported by the Department of Science and Technology (DST), New Delhi (Project no. SR/S1/OC-83/2010).

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Authors and Affiliations

  1. Division of Molecular Medicine, Bose Institute, P-1/12, C.I.T. Scheme VII M, Kolkata, 700054, India

    Abhishek Santra & Anup Kumar Misra

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  1. Abhishek Santra
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  2. Anup Kumar Misra
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Correspondence to Anup Kumar Misra.

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Santra, A., Misra, A.K. Convergent synthesis of the pentasaccharide repeating unit of the O-antigenic polysaccharide of enterohaemorrhagic Escherichia coli O113. Glycoconj J 29, 181–188 (2012). https://doi.org/10.1007/s10719-012-9383-4

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  • DOI: https://doi.org/10.1007/s10719-012-9383-4

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