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Regioselective and efficient synthesis of N 7-substituted adenines, guanines, and 6-mercaptopurines

Abstract

A simple and efficient protocol for the preparation of N 7-substituted adenines, guanines, and 6-mercaptopurines is described. The key step is the regioselective preparation of 7-substituted 6-chloropurines which are building blocks for the divergent synthesis of adenines, guanines, and 6-mercaptopurines by known procedures.

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Acknowledgments

We are grateful for financial support from specific university research (MSMT No. 21/2012) and the Grant Agency of the Czech Republic (Grant No. 203/09/1552).

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Correspondence to Tomáš Tobrman.

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Maryška, M., Chudíková, N., Kotek, V. et al. Regioselective and efficient synthesis of N 7-substituted adenines, guanines, and 6-mercaptopurines. Monatsh Chem 144, 501–507 (2013). https://doi.org/10.1007/s00706-012-0899-x

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  • DOI: https://doi.org/10.1007/s00706-012-0899-x

Keywords

  • Heterocycles
  • Nucleophilic substitution
  • Alkylation
  • Staudinger reaction