title: (+)-Fluorenylethylchloroformate (FLEC)--improved synthesis for application in chiral analysis and peptidomimetic synthesis.
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.
authors.affiliation: Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences, Parkville, Victoria, Australia.
authors.forename: Michelle A
authors.initials: MA
authors.lastname: Camerino
authors.forename: David K
authors.initials: DK
authors.lastname: Chalmers
authors.forename: Philip E
authors.initials: PE
authors.lastname: Thompson
mesh_terms: D000595:Amino Acid Sequence; D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D005449:Fluorenes / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D057786:Peptidomimetics / Q000138:chemical synthesis* / Q000737:chemistry; D060327:Solid-Phase Synthesis Techniques; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D005449:Fluorenes; D007202:Indicators and Reagents; D057786:Peptidomimetics; C052812:1-(9-fluorenyl)ethyl chloroformate