4.7 Article

Synthesis of nucleoside tetraphosphates and dinucleoside pentaphosphates from nucleoside phosphoropiperidates via the activation of P(V)-N bond

Journal

CHINESE CHEMICAL LETTERS
Volume 26, Issue 1, Pages 89-92

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2014.09.015

Keywords

4,5-Dicyanoimidazole; Phosphoropiperidate; Nucleoside tetraphosphate; Dinucleoside pentaphosphate; P(V)-N activation

Funding

  1. National Natural Science Foundation of China [21002041, 21262014]
  2. Key Project of Chinese Ministry of Education [212092]
  3. Scientific Research Foundation of Chinese Ministry of Human Resources and Social Security for Returned Chinese Scholars
  4. JXSTNU [ky2012zy08, 2013QNBJRC001]

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A novel and efficient method for the preparation of nucleoside 5'-tetraphosphates has been developed by coupling nucleoside 5'-phosphoropiperidates with triphosphate reagent in the presence of 4, 5-dicyanoimidazole (DCI) activator. Further coupling of the nucleoside 5'-tetraphosphates with nucleoside 5'-phosphoropiperidates via the P(V)-N activation strategy provided a reliable synthetic method for both symmetrical and asymmetrical dinucleoside pentaphosphates. (C) 2014 Qi Sun. Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. All rights reserved.

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