Alkylation of succinates: synthesis of Ro 32-3555

Bioorg Med Chem Lett. 1998 Jan 20;8(2):143-6. doi: 10.1016/s0960-894x(97)10179-2.

Abstract

A short synthesis, based on a succinate acylation-alkylation-decarboxylation approach, of the clinical compound Ro 32-3555 is reported. The nature of the selectivity in the mono-alkylation of succinates was examined under varying enolization conditions and in the presence of chaotropic additives.

MeSH terms

  • Alkylation
  • Imidazoles / chemical synthesis*
  • Imidazoles / chemistry
  • Imidazoles / pharmacology
  • Matrix Metalloproteinase Inhibitors
  • Protease Inhibitors / chemical synthesis*
  • Protease Inhibitors / chemistry
  • Protease Inhibitors / pharmacology
  • Succinates / chemistry*

Substances

  • Imidazoles
  • Matrix Metalloproteinase Inhibitors
  • Protease Inhibitors
  • Ro 32-3555
  • Succinates