Solid-phase synthesis of symmetrical and unsymmetrical polyamine analogues of philanthotoxins using a Dde-linker

Abstract

The efficient construction of symmetrical & unsymmetrical polyamine analogues of philanthotoxins has been accomplished using the new Dde based linker. The linker allows the selective attachment of primary amines and the resulting linkage displays excellent stability towards the conditions required for the removal of Fmoc and Boc groups as well as the reductive alkylation conditions used for the elaboration of polyamines. The final cleavage of the polyamine or a derivative thereof from the solid support is readily achieved via transamination using a volatile primary amine with the regeneration of the linker.