A new efficient synthesis of efaroxan

Bioorg Med Chem Lett. 1999 Oct 18;9(20):3021-2. doi: 10.1016/s0960-894x(99)00531-4.

Abstract

The key step of the synthesis of efaroxan was the dihydrobenzofuran ring formation involving an intramolecular cyclization of the tertiary alcohol intermediate with the fluoroaromatic moiety in basic medium. This carbinol was prepared according to two routes, either from reaction of a benzyl Grignard reagent with an alpha-ketoester, or from a Darzens condensation.

MeSH terms

  • Adrenergic alpha-Antagonists / chemical synthesis*
  • Benzofurans / chemical synthesis*
  • Imidazoles / chemical synthesis*

Substances

  • Adrenergic alpha-Antagonists
  • Benzofurans
  • Imidazoles
  • efaroxan