Selective protection of the primary amine functions of linear tetraamines using the trityl group

Article abstract of DOI:10.1080/00397919808004453

Treatment of linear tetraamines 3,6-diaza-1,8-octanediamine (1); 4,7- diaza-1,10-decanediamine (2); and 4,9-diaza-1,12-dodecanediamine (spermine) (3) with equimolar amounts of trityl chloride allowed preparation of the α,ω-bistrityl-protected tetraamines 4, 6 and 8 in good to excellent yields. A 2:1 ratio of trityl chloride to tetraamine gave a tritrityl-substituted by- product. An internal N,N'-ditrityl-substituted tetraamine, 5,8-ditrityl- 1,5,8,12-tetraazadodecane (10), was also prepared as a further proof of the structures of the α,ω-ditrityl-substituted tetraamines.