A highly concise and convergent synthesis of HCV polymerase inhibitor Deleobuvir (BI 207127): application of a one-pot borylation-Suzuki coupling reaction

Org Lett. 2014 Sep 5;16(17):4558-61. doi: 10.1021/ol5021114. Epub 2014 Aug 8.

Abstract

A highly concise and convergent synthesis of HCV polymerase inhibitor Deleobuvir (BI 207127, 1) was achieved, featuring efficient Pd-catalyzed one-pot borylation-Suzuki coupling where TFP was identified as the unique ligand effective for these transformations.

MeSH terms

  • Acrylates / chemical synthesis*
  • Acrylates / chemistry
  • Acrylates / pharmacology*
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / chemistry
  • Benzimidazoles / pharmacology*
  • Catalysis
  • Hepacivirus / drug effects
  • Hepacivirus / enzymology
  • Ligands
  • Molecular Structure
  • Palladium / chemistry

Substances

  • Acrylates
  • Antiviral Agents
  • Benzimidazoles
  • Ligands
  • deleobuvir
  • Palladium