Synthesis and stability studies of 2',3',5'-tri-O-acetyl-2-amino(-N6-cyclopentyl)-1-deazaadenosines |
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Authors: | Vittori Sauro Mishra Ram Chandra Dal Ben Diego Kachare Dhuldeo Lambertucci Catia Volpini Rosaria Cristalli Gloria |
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Institution: | Dipartimento di Scienze Chimiche, Università di Camerino, I-62032 Camerino, MC, Italy. sauro.vittori@unicam.it |
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Abstract: | 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. |
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