Abstract
Activated cyclophosphamide analogues having a 4-hydroperoxy-1, 3, 2-diazaphos-phorinane-2-oxide ring were synthesized by ozonolytic cyclization reaction of N-3-butenyl-phosphorodiamidates. Stereochemistries of the 1, 3, 2-diazaphosphorinane derivatives were investigated by proton magnetic resonance (PMR) spectroscopy. Both the chemical and PMR properties of these derivatives were similar to those of the corresponding 1, 3, 2-oxazaphosphorinane derivatives. The 1, 3, 2-diazaphosphorinane derivatives practically had no antileukemic activity against L1210-BDF1 mice, providing a further evidence that the 1, 3, 2-oxazaphosphorinane ring of cyclophosphamide-related compounds is not replaceable by other ring systems for promoting antitumor activity.
