Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties
Koivukorpi, J., & Kolehmainen, E. (2011). Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties. Molecules, 16 (8), 6306-6312. doi:10.3390/molecules16086306 Retrieved from http://www.mdpi.com/journal/molecules/
© 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license.
The reaction of 3-aminopropylamide of cholic acid with CS₂ 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 CS₂ and the formed salt was stable in the reaction mixture, even when excess CS₂ 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 ¹H- and ¹³C-NMR spectroscopy and ESI-TOF mass spectrometry.