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Synthesis of Fluorinated Pyrrolo[2,3-b]pyridine and Pyrrolo[2,3-d]pyrimidine Nucleosides

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2009

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Iaroshenko, Viktor O.
Sevenard, Dmitri V.
Volochnyuk, Dmitriy M.

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https://doi.org/10.1055/s-0029-1216640
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Synthesis. Georg Thieme Verlag. 2009, 2009(11), pp. 1851-1857. ISSN 0039-7881. eISSN 1437-210X. Available under: doi: 10.1055/s-0029-1216640

Zusammenfassung

With the purpose of synthesizing novel ADAs (adenosine deaminase) and IMPDH (inosine 5′-monophosphate dehydrogenase) inhibitors the reactions of 5-amino-1-tert-butyl-1-H-pyrrole-3-carbonitrile with fluorinated 1,3--bielectrophiles were studied. An efficient and convenient synthetical approach to fluorinated pyrrolo[2,3-b]pyridines was developed. The tert-butyl protecting group was successfully removed by treating the pyrrolopyridines or -pyrimidines with 60% sulfuric acid and this was followed by direct glycosylation of the products.

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540 Chemie

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ISO 690IAROSHENKO, Viktor O., Yan WANG, Dmitri V. SEVENARD, Dmitriy M. VOLOCHNYUK, 2009. Synthesis of Fluorinated Pyrrolo[2,3-b]pyridine and Pyrrolo[2,3-d]pyrimidine Nucleosides. In: Synthesis. Georg Thieme Verlag. 2009, 2009(11), pp. 1851-1857. ISSN 0039-7881. eISSN 1437-210X. Available under: doi: 10.1055/s-0029-1216640
BibTex
@article{Iaroshenko2009Synth-58532,
  year={2009},
  doi={10.1055/s-0029-1216640},
  title={Synthesis of Fluorinated Pyrrolo[2,3-b]pyridine and Pyrrolo[2,3-d]pyrimidine Nucleosides},
  number={11},
  volume={2009},
  issn={0039-7881},
  journal={Synthesis},
  pages={1851--1857},
  author={Iaroshenko, Viktor O. and Wang, Yan and Sevenard, Dmitri V. and Volochnyuk, Dmitriy M.}
}
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