Chinese Journal of Magnetic Resonance ›› 2005, Vol. 22 ›› Issue (2): 209-215.

• Articles • Previous Articles     Next Articles

Phosphorylation Reaction between 4-Aminoantiprine and Di-isopropyl Phosphite Studied by NMR and ESI-MS/MS

  

  1. 1.Key Laboratory of Chemical Biology, Department of Chemistry, Zhengzhou University, Zhengzhou  450052, China;
    2.The Key Laboratory for Bioorganic Phosphorus Chemistry & Chemical Biology (Tsinghua University). Ministry of Education. Beijing 100084,  China
  • Received:2004-12-09 Revised:2005-01-27 Online:2005-06-05 Published:2005-06-05
  • Supported by:

    国家自然科学基金(20472076)、河南省杰出青年科学基金、河南省创新人才工程资助项目.

Abstract:

The Atheron-Todd reaction has been used extensively for synthesis of phosphates and phosphoroamidates. In this study, we show that 4-aminoantipyrine can be phosphorylated by a modified Atheron-Todd procedure in which diisopropyl phosphite (DIPPH) and tetrachloromethane mixture was dropped into a solution mixture of 4-aminoantipyrine, trithylamine and dioxane. The reaction product NDIPP-4-antiprine was obtained with good yield, its structure was elucidated by NMR, ESI-MS and X-ray crystallography.

Key words: NMR, ESI-MS, diisopropyl phosphite (DIPPH), phosphorylation, 4-antiprine, N-DIPP-4-Antiprine

CLC Number: