engleski

Mass Spectrometric Study of Quinolylaminophosphonate Derivatives

Synthetic and spetroscopic studies of alpha-aminophosphonate derivatives continue to attract considerable attention due to various biological properties of these organophosphorus compounds [1]. One of the simpliest synthetic methods towards aminophosphonates is Kabachnik-Fields reaction, three-component one-pot reaction of amine, carbonyl and hydrophosphorous compound [2]. We have recently directed our attention towards microwave-assisted synthesis of aminophosphonate derivatives [3]. Using Kabachnik-Fields approach, a series of aminophosphonate diester derivatives was prepared and some unexpected by-products were isolated. In this work, we present the mass spectrometric study of diester 2-quinolylaminophosphonate, along with the diester and unusual monoester 3-quinolylaminophosphonate derivatives. [1] Kafarski, P., Lejczak, B., in: Aminophosphonic and Aminophosphinic Acids. Chemistry and Biological Activity, Kukhar, V.P., Hudson, H.R. (Eds), John Wiley & Sons, Chichester, 2000, pp 407. [2] Cherkasov, R.A., Galkin, V.I., Russ. Chem. Rev. 67 (1998) 857. [3] (a) Tušek-Božić, Lj., Juribašić, M., Komac, M., Cmrečki, V., Zrinski, I., Balzarini, J., De Clercq, E., Lett. Org. Chem. 4 (2007) 332 ; (b) Juribašić, M., Stella, L., Marinić, Ž., Vinković, M., Traldi, P., Tušek-Božić, Lj., Lett. Org. Chem. 6 (2009) 11.

ESI mass spectrometry; aminophosphonates; fragmentation

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