Journal of Chromatography A | VOL. 461
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Enantiomer resolution of d- and l-α-amino acid derivatives by supercritical fluid chromatography on novel chiral diamide phases with carbon dioxide

Publication Date Jan 1, 1989

Abstract

The rapid resolution of racemic N-4-nitrobenzoylamino acid isopropyl esters was accomplished without the loss of enantioselectivity by supercritical fluid chromatography (SFC) on novel chiral valine-diamide phases with carbon dioxide and a polar methanol modifier. In each stationary phase, a chiral moiety was anchored to the silica gel surface by a long decamethylene spacer. The enantioselectivity in SFC was comparable to that in liquid chromatography using 2-propanol-n-hexane. The time required for analysis was less than 5 min, and the range of enantiomer resolution (Rs) was 10.8-1.25. On using 2-propanol in place of methanol the separation was improved, but was accompanied by a decrease in column efficiency. The end-capping effect of the remaining surface silanols on enantiomer resolution is discussed.

Concepts

Supercritical Fluid Chromatography Enantiomer Resolution Acid Isopropyl Esters Decamethylene Spacer Chiral Moiety Carbon Dioxide Column Efficiency Chiral Phases Stationary Phase Acid Derivatives

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