Enantioselective synthesis of an HCV NS5a antagonist

Org Lett. 2014 May 2;16(9):2310-3. doi: 10.1021/ol500971c. Epub 2014 Apr 11.

Abstract

A concise, enantioselective synthesis of the HCV NS5a inhibitor MK-8742 (1) is reported. The features of the synthesis include a highly enantioselective transfer hydrogenation of an NH imine and a dynamic diastereoselective transformation. The synthesis of this complex target requires simple starting materials and nine linear steps for completion.

MeSH terms

  • Benzofurans / chemical synthesis*
  • Benzofurans / chemistry
  • Hydrogenation
  • Imidazoles / chemical synthesis*
  • Imidazoles / chemistry
  • Imines / chemistry
  • Molecular Structure
  • Stereoisomerism
  • Viral Nonstructural Proteins / antagonists & inhibitors*

Substances

  • Benzofurans
  • Imidazoles
  • Imines
  • Viral Nonstructural Proteins
  • elbasvir
  • NS-5 protein, hepatitis C virus