Facile synthesis of optically active imidazole derivatives.
Five optically active imidazole derivatives have been synthesized via a facile 4-step reaction sequence starting from commercially available and inexpensive N-Cbz amino acids. While microwave assisted condensation was unsuccessful, the condensation of the corresponding alpha-bromoketones with formamidine acetate in liquid ammonia was revealed to be a useful method for the synthesis of such imidazole derivatives. The derivatives thus prepared are structurally-related to histamine.
Marek
Ales
A
Department of Organic Chemistry, Faculty of Chemical Technology, University of Pardubice, nam. Cs. legii 565, Pardubice, 53210, Czech Republic.
Kulhanek
Jiri
J
Ludwig
Miroslav
M
Bures
Filip
F
D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization; D013237:Stereoisomerism
D007093:Imidazoles; D008024:Ligands