Synthesis of new triazamacrocycles N-functionalised with α-(S)- hydroxycarboxylic acid pendant-arms

Article abstract of DOI:10.1016/S0040-4039(99)00875-8

The synthesis of two new macrocyclic ligands, N,N',N''-tris[2(S)- hydroxybutyric acid]-1,4,7-triazacyclononane and N,N',N''-tris[2(S)- hydroxybutyric acid]-1,5,9-triazacyclododecane is reported. Each macrocycle bears three L-lactate-like pendant arms. Starting from L-malic acid, the absolute configuration of the α-(S)-hydroxy acid was kept along the synthesis leading to pure (S,S,S) enantiomers.