A Convenient and Versatile Synthesis of 2′ (and 3′)-Amino (and azido)-2′ (and 3′)-deoxyadenosine as Diverse Synthetic Precursors of Cyclic Adenosine Diphosphate Ribose (cADPR)

Abstract

As diverse synthetic precursors of cyclic adenosine diphosphate ribose (cADPR), several adenosine derivatives in which azido or amino group is introduced at 2′- or 3′-position of the sugar moiety of adenosine were prepared from readily available adenosine via conventional protocols. These synthetic sequence employs very efficient reactions conditions that proceed at or below ambient temperature with actual yields of >80% for each individual step.