Bulletin of the Korean Chemical Society

  • 제16권10호
  • /
  • Pages.977-980
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  • 1995
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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A New Chiral Stationary Phase Derived from Cyclohexylamide Derivative of (S)-Naproxen for the Liquid Chromatographic Resolution of Enantiomers

  • 발행 : 1995.10.20
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초록

A new chiral stationary phase (CSP 2) derived from cyclohexylamide of (S)-naproxen has been prepared. CSP 2 has shown greater enantioselectivities for the two enantiomers of N-(3,5-dinitrobenzoyl)-a-amino esters and amides than the CSP derived from 3,5-dimethylanilide of (S)-naproxen (CSP 1) as expected from the reciprocity conception of chiral recognition. However, CSP 2 has been found to be worse than CSP 1 in resolving N-(3,5-dinitrobenzoyl)-a-arylalkylamines, supporting the previously proposed chiral recognition mechanism which utilizes the 3,5-dimethylphenyl group of CSP 1 as an alternative π-basic interaction site. In addition, CSP 2 has been found to be reasonably good in resolving the two enantiomers of a variety of other π-acidic racemates.

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참고문헌

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