Simultaneous microbatch screening of enantiorecognition on solid chiral selectors using selected mixtures of test-racemates: a case study on cellulose tris(alpha-phenylpropionate) with configurational diversity

An improved methodology for microbatch screening in the liquid-solid enanti oselective adsorption of racemates by solid chiral selector is presented an d illustrated by the evaluation of a series of six cellulose tris(alpha -ph enylpropionate) presenting a configurational diversity and cellulose tris ( 4-methylbenzoate). Analyses were performed on 5 mg scale of chiral selector and 150 muL of supernatant containing a mixture of three test-racemates. F ifteen test-racemates were chosen according to their molecular diversity us ing a hierarchical clustering approach for seven selected three-dimensional molecular properties. The 15 racemates were sorted in five test mixtures c omposed of three racemates each according to the following constraints: eac h triplet of test-racemates can be analyzed without peak overlap on a comme rcially available chiral stationary phase (CSP). The designed five groups o f three racemates may be used for the evaluation of other chiral selectors in view of the preparation of CSPs. This methodology improves the throughpu t of the evaluation and could be automated. Copyright (C) 2001 John Wiley & Sons, Ltd.