Organic & Biomolecular Chemistry 2013-04-28

(+)-Fluorenylethylchloroformate (FLEC)--improved synthesis for application in chiral analysis and peptidomimetic synthesis.

Michelle A Camerino, David K Chalmers, Philip E Thompson

Index: Org. Biomol. Chem. 11(16) , 2571-3, (2013)

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Abstract

An efficient synthesis of the enantiomers of fluorenylethylchloroformate (FLEC) has been achieved that allows the routine application of the reagent for the resolution of chiral amines including unusual amino acids. The utility of the fluorenylethoxycarbonyl (Feoc) group as a chiral Fmoc equivalent, for combined resolution and protection of amino acids, in solid phase peptide synthesis is also shown.