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In this paper it will be presented and discussed the experimental and simulation results obtained for the preparative separation of ketoprofen and flurbiprofen enantiomers by chiral liquid chromatography. Experimental results include solubility studies, elution and frontal chromatographic experiments and the measurement of competitive adsorption isotherms, using different mobile phase compositions. Modeling and simulation tools are used to predict the behavior and the performance of fixed bed and simulated moving bed processes. These prediction tools are used to select the proper mobile phase composition for the enantiomers separation in a preparative and production-scale point of view.