SYNTHESIS OF SACCHARIDYL-N,N-BIS(2-CHLORETHYL)PHOSPHORAMIDATES AND THEIR ANTITUMOR-ACTIVITY

In order to search for novel antitumor drugs with high activity and lo w toxicity, a series of new compounds, galactopyranosyl (or glucofuran osyl) N,N-bis(2-chloroethyl) phosphoramidates, have been synthesized. The structures of all compounds prepared were proved by H-1 NMR, P-31 NMR, IR, and MS spectroscopy and by elemental analyses. The existence of diastereoisomers was detected by P-31 NMR and H-1 NMR spectra. One of the two isomers of 3a and also one of 4b, i.e., 3a' and 4b', respec tively, were obtained by recrystallization. The absolute configuration s of 3a' and 4b' were determined by single-crystal X-ray diffraction a nalysis. The results of the preliminary biological tests indicated tha t some of these compounds have certain inhibitory activities against L 1210 cells.