Synthesis and Application of N-Hydroxylamine Derivatives as Potential Replacements for HOBt

Authors

  • Ayman El-Faham,

    1. Institute for Research in Biomedicine, Barcelona Science Park, Baldiri Reixac 10, 08028 Barcelona, Spain
    2. Department of Chemistry, Faculty of Science, Alexandria University, Ibrahimia 21321, Alexandria, Egypt
    3. Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh, Saudi Arabia
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  • Fernando Albericio

    1. Institute for Research in Biomedicine, Barcelona Science Park, Baldiri Reixac 10, 08028 Barcelona, Spain
    2. Department of Organic Chemistry, University of Barcelona, Martí i Franqués 1-11, 08028 Barcelona, Spain
    3. CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona Science Park, Baldiri Reixac 10, 08028 Barcelona, Spain
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Abstract

Several heterocycles containing N-hydroxylamine were prepared and tested as coupling additives to replace the use of N-hydroxybenzotriazole (HOBt) derivatives. On the basis of our results on coupling yield and racemization-suppressing properties, we propose N-hydroxyindolin-2-one and 6-chloro-N-hydroxy-2-phenylbenzimidazole as suitable substitutes for HOBt.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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