Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties

The reaction of 3-aminopropylamide of cholic acid with CS(2) produced a bile acid derivative of dithiocarbamic acid which further formed an ammonium salt with another molecule of 3-aminopropylamide of cholic acid. The cationic 3-ammonium propylamide of cholic acid did not react further with CS(2) and the formed salt was stable in the reaction mixture, even when excess CS(2) was used. When the reaction was carried out in the presence of aqueous sodium hydroxide, only the bile acid derivative of sodium dithiocarbamate was formed. The dithiocarbamate derivatives were characterized by (1)H- and (13)C-NMR spectroscopy and ESI-TOF mass spectrometry.