Preparation of bicyclo[1.1.1]pentane-derived nucleoside analogues

Nucleosides Nucleotides Nucleic Acids. 2023;42(12):959-966. doi: 10.1080/15257770.2023.2218446. Epub 2023 Jun 4.

Abstract

Nucleoside analogues are prevalent in drug design and call for more diversified structures. Bicyclo[1.1.1]pentane (BCP) structure has recently found wide applications in drug discovery. However, incorporation of BCP fragment into nucleoside analogues is hitherto unknown. Thus, from readily available BCP-containing building blocks, six new compounds, including pyrimidine nucleoside analogues, purine nucleoside analogues, and C-nucleoside analogues were prepared in 1-4 steps, generally with good yields.

Keywords: BCP-derived nucleosides; Bicyclo[1.1.1]pentane; C-Nucleosides; drug discovery; nucleoside analogues.

MeSH terms

  • Nucleosides* / chemistry
  • Pentanes*

Substances

  • Nucleosides
  • pentane
  • Pentanes