Enantiomeric separation of precursors of rho-kinase inhibitors by HPLC on polysaccharide-based chiral stationary phases |
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| Authors: | C Vaccher V Wallez P Carato M P Vaccher J P Bonte |
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| Institution: | (1) Laboratoire de Chimie Analytique, Faculté des Sciences Pharmaceutiques et Biologiques, Université de Lille II, 3, Rue du Pr. Laguesse, BP 83, 59006 Lille Cédex, France;(2) Institut de Chimie Pharmaceutique, Faculté des Sciences Pharmaceutiques et Biologiques, Université de Lille II, 3, Rue du Pr. Laguesse, BP 83, 59006 Lille Cédex, France |
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| Abstract: | Summary The separation of enantiomers of substituted cyclohexanecarboxamides, benzamides and chemical precursors of Rho-kinase inhibitors
was achieved using derivatized polysaccharide-based chiral stationary phases. Separations were by normal phase HPLC with a
mobile phase ofn-hexane-alcohol (methanol, ethanol or 2-propanol) in various proportions, and a silica-based cellulose tris-3,5-dimethylphenylcarbamate
(Chiralcel OD-H), tris-methylbenzoate (Chiralcel OJ), a silica-based amylose tris-(S)-1-phenylethylcarbamate (Chiralpak AS), or tris-3,5-dimethylphenylcarbamate (Chiralpak AD). The effects of cencentration
of various aliphatic alcohols in the mobile phase were investigated. The effect of structural features on the discrimination
between the enantiomers was examined. The isolation of milligram amounts of enantiomers of two derivatives was performed on
an analytical column by multiple repetitive injections under overload conditions. |
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| Keywords: | Column liquid chromatography Chiral separations Polysaccharide-based chiral phases Rho-kinase inhibitors Carboxamides |
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