Synthesis of chiral carbocyclic ribonucleotides

Nucleosides Nucleotides. 1999 Sep;18(9):1911-28. doi: 10.1080/07328319908044853.

Abstract

The carbocyclic analogs of CMP, UMP, GMP, IMP, and ribo-TMP, of the same absolute configuration as the naturally occurring beta-D-ribofuranose-based ribonucleoside monophosphates, have been synthesized. The synthetic route employed Mitsunobu coupling of the heterocycles, appropriately protected where necessary, with a differentially protected, chiral carbocyclic core.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Molecular Conformation
  • Molecular Structure
  • Ribonucleosides / chemical synthesis
  • Ribonucleotides / chemical synthesis*

Substances

  • Ribonucleosides
  • Ribonucleotides