The synthesis of 7-deaza-7-iodo-2′-deoxyadenosine. (i) NaH, CH3CN,
then 1-chloro-2-deoxy-3,5-di-O-p-toluoyl-α-d-erythro-pentofuranose,
room temperature, 71% (20);
(ii) N-iodosuccinimide, DMF, room temperature, 3 days, 90%;
(iii) N-iodosuccinimide, DMF, room temperature,
71%; (iv) NaH, CH3CN, then 1-chloro-2-deoxy-3,5-di-O-p-toluoyl-α-d-erythro-pentofuranose room temperature,
71%; (v) NH3/MeOH, 70°C,
4 days, 88%.