synthesis of both ionic species of ammonium dithiocarbamate derived cholic acid moieties合成的胆酸衍生的二硫代氨基甲酸铵根离子物种.pdfVIP

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synthesis of both ionic species of ammonium dithiocarbamate derived cholic acid moieties合成的胆酸衍生的二硫代氨基甲酸铵根离子物种.pdf

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synthesis of both ionic species of ammonium dithiocarbamate derived cholic acid moieties合成的胆酸衍生的二硫代氨基甲酸铵根离子物种

Molecules 2011, 16, 6306-6312; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties Juha Koivukorpi and Erkki Kolehmainen * Department of Chemistry, FI-40014 University of Jyväskylä, Finland * Author to whom correspondence should be addressed; E-Mail: erkki.t.kolehmainen@jyu.fi; Tel.: +358-14260-2653. Received: 1 July 2011; in revised form: 18 July 2011 / Accepted: 25 July 2011 / Published: 26 July 2011 Abstract: 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 CS and the formed salt was stable in 2 the reaction mixture, even when excess CS was used. When the reaction was carried out in 2 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. Keywords: cholic acid; dithiocarbamate; steroid; NMR spectroscopy; amine 1. Introduction