Synthesis and Stability Studies of 2′,3′,5′‐Tri‐O‐acetyl‐2‐amino (‐N6‐cyclopentyl)‐1‐deazaadenosines

In this article, we report on the synthesis of 2′,3′,5′-tri-O-acetyl-2-amino-1-deazaadenosine and of 2′,3′,5′-tri-O-acetyl-2-amino-N 6 -cyclopentyl-1-deazaadenosine, which are very versatile intermediates for the preparation of 2-substituted 1-deazaadenosine derivatives. The two synthesized compounds showed to be quite unstable, with the N 6 -substituted derivatives being less stable than the N 6 -unsubstituted counterpart, according to the calculated HOMO-LUMO energy gap. Stability studies were performed through HPLC-MS analysis.