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Retention of fluorinated chiral selectors in biphasic fluorinated solvent systems and its application to the separation of enantiomers by countercurrent chromatography
Retention of fluorinated chiral selectors in biphasic fluorinated solvent systems and its application to the separation of enantiomers by countercurrent chromatography
- Source :
- Journal of Chromatography A. 1217:1094-1100
- Publication Year :
- 2010
- Publisher :
- Elsevier BV, 2010.
-
Abstract
- Ethoxynonafluorobutane (ENFB) has been used as a component of new biphasic solvent mixtures. The suitability of several mixtures as solvent systems in countercurrent chromatography was tested. The applicability of the ENFB/2-PrOH/H(2)O mixture to the separation of enantiomers, in combination with a fluorinated chiral selector (CS), was evaluated. N-Perfluoroundecanoyl-l-proline-3,5-dimethylanilide (2), analogous to the previously used N-dodecyl-l-proline-3,5-dimethylanilide (1), was synthesized for this purpose. The capacity of the new solvent system to retain the fluorinated CS in the fluorinated phase used as stationary was examined. Chiral selector 1 was applied in analogous conditions for comparative purposes. Additionally, MTBE/phosphate buffer solvent system was also used with the two CSs. The ENFB/2-PrOH/H(2)O (25:35:40) mixture was found to be adequate in the enantioseparation of DNB-Leu and DNB-Leu-tBu. Enantioselectivity was maintained in the fluorinated solvent system without compromising eluting time. The complete separation of DNB-Leu-tBu was achieved and no leaks of CS to the mobile phase were detected.
- Subjects :
- Solvent system
Chromatography
Hydrocarbons, Fluorinated
Chemistry
Organic Chemistry
Phosphate buffered saline
Stereoisomerism
General Medicine
Biochemistry
Analytical Chemistry
Solvent
Countercurrent chromatography
Leucine
Nitrobenzoates
Phase (matter)
Butanes
Organic chemistry
Enantiomer
Countercurrent Distribution
Subjects
Details
- ISSN :
- 00219673
- Volume :
- 1217
- Database :
- OpenAIRE
- Journal :
- Journal of Chromatography A
- Accession number :
- edsair.doi.dedup.....393538c3129fcf4d4ded18d427199d97
- Full Text :
- https://doi.org/10.1016/j.chroma.2009.09.071