4.3 Article

Fast liquid chromatography for racemic atenolol acetate separation-The analytical protocol

Journal

CHIRALITY
Volume 29, Issue 12, Pages 847-853

Publisher

WILEY
DOI: 10.1002/chir.22769

Keywords

atenolol; Chiralcel OD; enantiomers separation; kinetic resolution; ultra-fast liquid chromatography

Funding

  1. Universiti Sains Malaysia [PRGS: 1001/PJKIMIA/8044030]
  2. MOSTI [305/227/PJKIMIA/6013337]
  3. MTDC [304/PJKIMIA/6053010]

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Kinetic resolution of (R,S)-atenolol is a faster strategy to produce (S)-atenolol. Since this racemate is a less soluble compound, resolution of its ester offers high concentrations in the process. A good analytical method is required to observe the enantiomer concentrations. This paper described application of ultra-fast liquid chromatography on the atenolol ester separation using different resolution media and analytical procedures. Chiralcel OD column resolved the ester. The chromatograms indicated different characteristics of the process. The enantiomers could be recognized by the column in less than 1 (one) hour. Symmetrical peaks were obtained, but several procedures produced peaks with wide bases and slanted baselines. Efficient enantioresolution was obtained at high mobile phase flow rate, decreased concentration of amine-type modifier, but increased alcohol content in the mobile phase. High UV detection wavelength was required. At 1.0 mL/min, the (90/10/0.5) composition resulted alpha=1.46 and R-S=0.9998 that were good separation.

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