Snythesis and charecterization of N,N-dialkyl perfluoro peptido amine compounds

In this study, syntheses of enamine compounds having various perfluorinated alkyl chain was carried out. These enamine molecules were prepared from fluorinated alcohols by known methods such as oxidation, elimination, esterification and Micheal addition. The precursor fluorinated alcohols were efficiently oxidised with Jones reagent to corresponding acid derivatives. Following elimination on the florinated acids with NaOH treatment, formation of ethyl ester derivatives served as acid protection. Replacement of fluorine in the alkyl chain with nitrogen based nucleophiles as azide, dibenzylamine and perfluorinated alkylamine enabled the synthesis of N-N,dialkyl perfluorinated ester compounds. The structural characterization of the synthesized compunds was carried out by IR and NMR spectroscopies, and some important physical properties of some compounds were also examined. These N-N,dialkyl perfluorinated molecules will serve as important building blocks to insert in peptide synhtesis allowing the formation of fluorinated amino peptide and psuedo peptide systems, which is main objectives of future work. Key words : Azides, elimination, Fisher esterification, hydrophilic and hydrophobic groups, Micheal addition, N-N-dialkyl perfluorinated peptides, oxidation, surfactants.