Abstract
The enantiomeric resolution of 4-amino-3-(5-chlorothien-2-yl)butyric acid, an analogue of baclofen [4-amino-3-(4-chlorophenyl)butyric acid], was examined by HPLC using a chiral stationary phase consisting of a crown ether and perchloric acid-methanol as the mobile phase. Optimization of the separation was achieved by variation of temperature, pH and eluent composition. The absolute configuration may be assigned by comparison with authentic enantiomers of baclofen of known absolute configuration. The best results obtained were α = 1.15 and R s = 2.72 at 20°C with HClO 4 (pH 1.3)CH 3OH (90:10). The study was extended to analogues, viz., 3-(substituted thienyl) and 3-(substituted furanyl)-4-amino acids.
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