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Preparation of β-nitroalanine using the Easton three-component coupling method

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Summary.

A simple one-step preparation of β-nitroalanine has been developed using the Easton three-component coupling method. To date one limitation of this method has been that use of nitromethane as the nitroalkane component does not yield β-nitroalanine. We report that use of the dipotassium salt of nitroacetic acid in the Easton three-component coupling gives β-nitroalanine in high yield, presumably via facile decarboxylation of a β-nitroaspartate intermediate.

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Authors and Affiliations

  1. School of Chemistry, University of Sydney, Sydney, New South Wales, Australia

    K. M. Soapi

  2. School of Chemistry, University of Melbourne, Melbourne, Victoria, Australia

    C. A. Hutton

  3. Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Melbourne, Victoria, Australia

    C. A. Hutton

Authors
  1. K. M. Soapi
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  2. C. A. Hutton
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Soapi, K., Hutton, C. Preparation of β-nitroalanine using the Easton three-component coupling method. Amino Acids 31, 337–339 (2006). https://doi.org/10.1007/s00726-006-0261-x

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  • DOI: https://doi.org/10.1007/s00726-006-0261-x

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