4.8 Article

Preparation of Synthetically Challenging Nucleotides Using Cyanoethyl P-Imidazolides and Microwaves

Journal

ORGANIC LETTERS
Volume 14, Issue 18, Pages 4782-4785

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol302071f

Keywords

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Funding

  1. Polish MNiSW [NN204089438]
  2. NCBiR [02/EuroNanoMed/2011]
  3. NCN [UMO-2011/01/D/ST5/05896]
  4. Foundation for Polish Science
  5. EU European Regional Development Fund

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We describe a general method for the elongation of nucleoside oligophosphate chains by means of cyanoethyl (CE) phosphorimidazolides. Though the method requires a phosphorylation and subsequent deprotection reaction, both steps could be achieved in one pot without isolation/purification of the initial phosphorylation product. We have also found that pyrophosphate bond formation by this method is significantly accelerated by microwave irradiation.

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