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-N6-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 N6-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
Synthesis and stability studies of 2 ',3 ',5 '-tri-O-acetyl-2-amino(-N-6-cyclopentyl)-1-deazaadenosines
VITTORI, Sauro;DAL BEN, DIEGO;LAMBERTUCCI, Catia;VOLPINI, Rosaria;CRISTALLI, Gloria
2007-01-01
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-N6-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 N6-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 analysisFile in questo prodotto:
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