Progress in 7-deazapurine - pyrrolo[2,3-d]pyrimidine - ribonucleoside synthesis

Curr Top Med Chem. 2006;6(9):867-92. doi: 10.2174/156802606777303649.

Abstract

This review reports on the synthesis of 7-deazapurine ribonucleosides, including C-nucleosides, 2'-C-methyl derivatives and L-enantiomers. It covers the various aspects of convergent nucleoside synthesis such as the Schiff base procedure, the fusion reaction, the metal salt procedures, the Silyl-Hilbert-Johnson reaction, and the nucleobase anion glycosylation. The review discusses the scope and limitations of glycosylation reactions performed on 7-deazapurines. Peracylated ribose derivatives were now employed in the glycosylation, which overcome difficulties reported earlier.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Purines / chemical synthesis*
  • Pyrimidines / chemical synthesis*
  • Pyrroles / chemical synthesis*
  • Ribonucleosides / chemical synthesis*

Substances

  • 7-deazapurine
  • Purines
  • Pyrimidines
  • Pyrroles
  • Pyrrolo(2,3-d)pyrimidine
  • Ribonucleosides