Solid‐phase Organic Synthesis of Unnatural Polyamine Analogues Bearing a Dansyl or Acridine Moiety

Abstract

The synthesis of unnatural polyamines and polyamine conjugates from a protected triamine anchored to Wang resin is described. The use of solid-phase organic synthesis for such hydrophilic compounds is of interest because it removes the need for often awkward chromatographic purification of intermediates and is easily applied to the synthesis of compound libraries. Chain elongation was achieved by reductive amination and the resulting resin bound tetraamine was functionalized with dansyl and acridine moieties. The conjugates were cleaved from the resin and these studies should lead to the rapid synthesis of libraries for biological evaluation.