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Synthesis and characterization of new N-phenylmaleimide thioglycosides

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Abstract

Thioglycosides derivatives of N-phenylmaleimide have been prepared by the reaction of derivatives of 1-thio-d-glucopyranose, d-galactopyranose, d-lactose, and d-maltose with 3,4-dichloro-N-phenylmaleimide. The reaction of 3,4-dichloro-N-phenyl maleimide with sugar thiols (protected or unprotected) took place by displacement of both chlorine atoms by sulfide nucleophile giving the corresponding bis-thioglycoside products.

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Acknowledgment

We wish to thank the Hashemite University for financial support.

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Authors and Affiliations

  1. Department of Chemistry, The Hashemite University, P.O. Box 150459, Zarqa, 13115, Jordan

    Bader A. Salameh, Kayed A. Abu-Safieh & Sanaa R. A. Al-Kaabenah

  2. Department of Chemistry, The University of Jordan, Amman, 11942, Jordan

    Raed A. Al-Qawasmeh

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  1. Bader A. Salameh
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  2. Kayed A. Abu-Safieh
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  3. Sanaa R. A. Al-Kaabenah
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  4. Raed A. Al-Qawasmeh
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Correspondence to Bader A. Salameh.

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Salameh, B.A., Abu-Safieh, K.A., Al-Kaabenah, S.R.A. et al. Synthesis and characterization of new N-phenylmaleimide thioglycosides. Res Chem Intermed 40, 3001–3009 (2014). https://doi.org/10.1007/s11164-013-1146-8

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