Synthesis and characterization of some tetracyclic spermine derivatives of cyclotriphosphazene

Abstract

The synthesis and characterization is reported of a series of dispiransa cyclophosphazene derivatives based on the known compound N3P3X2[HN(CH2)(3)N(CH2)(4)N(CH2)(3)NH], (2) (where X = Cl), to give a number of new compounds (3a-g) in which X = Ph, PhS, PhNH, PhO, MeO, EtO, CF3CH2O, respectively. Two synthetic routes were utilized: (i) reaction of spermine with the appropriate disubstituted cyclophosphazenes (1) to give compounds (3a-c) and (ii) using the chloro-precursor (2) in nucleophilic substitution reactions with nucleophiles to give compounds (3d-g). The structures of the compounds were determined by elemental analysis, mass spectrometry, H-1 and P-31 NMR spectrocsopy.