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Optimizing the Purification of a Chiral Compound Utilizing a Benchtop Semi-Preparative to Preparative HPLC System

There are often significant differences in the effectiveness and toxicity of drug enantiomers in biological systems. This has led to the need for the separation of chiral drug candidates into their respective enantiomers.

by Gilson

There are often significant differences in the effectiveness and toxicity of drug enantiomers in biological systems. This has led to the need for the separation of chiral drug candidates into their respective enantiomers. Semi-preparative and preparative chromatography has become a common tool for the separation of chiral enantiomers. This application note describes the chiral separation of trans-Stilbene oxide (Figure 1) using a multi-purpose, benchtop, preparative chromatography system that is capable of separating compounds by normal-phase or reverse-phase HPLC at flow rates of up to 100 mL/min.

Experimental Conditions

Samples and Solvents

trans-Stilbene oxide was obtained from Sigma-Aldrich (part no. S4921-25G). HPLC grade hexane and isopropyl alcohol were obtained from Burdick and Jackson.

HPLC Conditions

Column: Phenomenex Lux 5 micron Cellulose-2, 250 mm X 10mm (part no. OOG-4457-NO)

Apparatus: Gilson PLC 2020 Personal Purification System

  • 5 mL/min using 50SC Pump Heads
  • 100 uL injection loop, Total Loop Injection
  • Detector Flow Cell: Preparative, 0.2mm Path Length, 0.7µL Volume, Quartz

Pharmaceutical

Results