Chiral separation of beta-blockers after derivatization with (-)-menthyl chloroformate by reversed-phase high performance liquid chromatography

Arch Pharm Res. 1999 Dec;22(6):608-13. doi: 10.1007/BF02975333.

Abstract

Optimum conditions of chiral derivatization reaction of beta-blockers acebutolol, arotinolol, beta-xolol, bisoprolol, celiprolol, metoprolol and pindolol) with (-)-menthyl chloroformate were investigated for the resolution by HPLC. With more than 30 times molar excess of (-)-menthyl chloroformate chiral derivatization reactions were completed within one hour at room temperature except arotinolol and celiprolol. Diastereomeric derivatives of beta-blockers were well resolved on the ODS column using acetonitrile-methanol-water as a mobile phase.

MeSH terms

  • Acetonitriles / chemistry
  • Adrenergic beta-Antagonists / chemistry*
  • Chromatography, High Pressure Liquid*
  • Formates / chemistry*
  • Methanol / chemistry
  • Stereoisomerism
  • Time Factors
  • Water / chemistry

Substances

  • Acetonitriles
  • Adrenergic beta-Antagonists
  • Formates
  • Water
  • menthyl chloroformate
  • Methanol
  • acetonitrile