1428964-55-9Relevant academic research and scientific papers
Aqueous synthesis of N,S-dialkylthiophosphoramidates: Design, optimisation and application to library construction and antileishmanial testing
Trmcic, Milena,Chadbourne, Frances L.,Brear, Paul M.,Denny, Paul W.,Cobb, Steven L.,Hodgson, David R. W.
, p. 2660 - 2675 (2013/06/05)
We recently reported the use of PSCl3 for the thiophosphorylation of alkylamines where the resulting N-thiophosphoramidate ions could be readily S-alkylated (Chem. Commun., 2011, 47, 6156-6158.). Herein we report the development of this methodology using amino acid, amino sugar, aminonucleoside and aniline substrates. The hydrolysis properties of N-thiophosphoramidate ions and their reactivities towards alkylating agents are also explored. In addition, we demonstrate the application of our approach to the preparation of a small library of compounds, including quinoline-based N,S-dialkylthiophosphoramidates which were tested for antileishmanial activity.
