Comparative Study on the Effectiveness of Azidation Reaction for the Synthesis of Xylo-azidonucleoside Analogues by Mitsunobu and Lithium Azide Methods

Many therapeutically important nucleoside analogues can be synthesized from versatile azidonucleoside intermediates. We have synthesized 3’-xylo-azidonucleoside analogues of thymidine and 2’-deoxyadenosine via Mitsunobu-DPPA and triflate-lithium azide strategies. On comparing the two azidation strategies on nucleoside analogues, we found that Mitsunobu-DPPA azidation is better than triflate-lithium azide azidation in terms of yield and reaction conditions.