The synthesis, ab initio calculations, and a comparative nuclear magnetic resonance study of a novel chiral mefloquine-based selector (SO) are presented. On a series of variously N-acyl protected leucine selectands (SAs), a feasibility study of mefloquine carbamate as a basic chiral solvating agent, and potential fluorophilic high-performance liquid chromatography selector has been undertaken and evaluated. An analogy is drawn between the new SO and tert-butylcarbamoyl quinidine as a reference.
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