( S )‐Leucine and [( S )‐1‐(1‐Naphthyl)ethyl]amine as Chiral Building Blocks for a Bifunctional System − Synthesis of a New Chiral Stationary Phase and Evaluation of Its Biselector Properties in the HPLC Resolution of Racemic Compounds

Two selectors derived from [(S)-1-(1-naphthyl)ethyl]amine and (S)-leucine have been chemically bonded to one another and the resulting chiral auxiliary linked covalently to silica gel, to produce a new chiral stationary phase (CSP) for the HPLC resolution of enantiomers. The CSP is able to separate the enantiomers of some selected racemic compounds: both those resolved by Oi’s CSP {derived from [1-(1-naphthyl)ethyl]amine} and those enantiodiscriminated by Pirkle’s CSP [derived from N-(3,5-dinitrobenzoyl)leucine]. The results obtained demonstrate that the CSP possesses the properties of an efficient biselector system.