N-phosphorylated amino acids as potential cytostatics

Article abstract of DOI:10.1002/ardp.19923251106

Phosphoramidic dichlorides 3 are synthesized by nucleophilic attack of methyl 2-(1-ethylenimino)-alkanoates 1 on POCl3 or by the reaction of amino acid methyl ester hydrochlorides 2 with POCl3. Subsequent treatment of 3 with ethylenimine affords the TEPA-analogs 4, and with 3-(1-ethylenimino)-1-propanol (6) the IFOSFAMID analogous 1,3,2-oxaza-phosphorines 5, the cytostatic activity of which was tested in the P388-leukemia of the CD2F1-mouse.