Amidophosphoryl dichloride

A cyclic nucleotide, 2, 3 -bis(2-chloroethyl)aminophosphoryl-3 -amino-3 -deoxyadenosine (139) showing antitumor activity, was prepared in 40% yield starting from 3 -amino-3 -deoxyadenosine 133 by its phosphorylation with N,N-bis-(2-chloroethyl) amidophosphoryl dichloride 138. Both P-diastcrcomers separated by column chromatography exhibit activity against KB tumor cell cultures (Scheme 40) [71]. 

Similarly, a series of cyclophosphamides 143-145 were synthesized in good yields (78-87%) with very high diastereoselectivity by reacting alkyl 2-amino-4,6-0-benzylidene-2-deoxy-D-allopyranosides 140-142 with /V,/V-bis-(2-chlorocthyl) amidophosphoryl dichloride 138. Subsequent hydrogenolysis of cyclophosphamides 143-145 gave excellent yields (85-90%) of cyclophosphamides 146-148 which show higher hydrophilicity than their precursors (Scheme 41) [72],... 

Phenyllead(IV) azides (includes triphenyllead hydroxide and diphenyllead oxide), synthesis 15 Diphenyl phosphorochloridite, synthesis 17 Diphenylphosphinic acid, synthesis 18 Alkoxy- and aryloxycyclophosphazenes, synthesis 20 Mercapto derivatives of chlorocyclophosphazenes, synthesis 21 (Trichlorophosphoranylidene)amidophosphoryl dichloride, synthesis 22... 

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