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Improved synthesis of V-PYRRO/NO, a liver-selective nitric oxide prodrug, and analogues

  1. Author:
    Hong, S. Y.
    Saavedra, J. E.
    Keefer, L. K.
    Chakrapani, H.
  2. Author Address

    Hong, Sam Y.; Keefer, Larry K.; Chakrapani, Harinath] NCI, Chem Sect, Comparat Carcinogenesis Lab, Frederick, MD 21702 USA. [Saavedra, Joseph E.] NCI, Basic Res Program, SAIC Frederick, Frederick, MD 21702 USA.
    1. Year: 2009
  1. Journal: Tetrahedron Letters
    1. 50
    2. 18
    3. Pages: 2069-2071
  2. Type of Article: Article
  1. Abstract:

    The reported synthesis of O-2-vinyl 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate(V-PYRRO/NO), a hepatoprotective agent, was cumbersome and limited by a poor overall yield of 4% from sodium 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate (PYRRO/No). We report an improved synthesis of V-PYRRO/NO in two steps with a significantly higher overall yield of 40% from PYRRO/NO. Using this protocol, a number of structural analogues of V-PYRRO/NO were prepared in good yields. Published by Elsevier Ltd.

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External Sources

  1. DOI: 10.1016/j.tetlet.2009.02.103
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