A novel and facile reaction toN6-alkylated adenosineviabenzotriazole as a synthetic auxiliary

Abstract

The reaction of benzotriazole with aliphatic, aromatic or heteroaromatic aldehyde and adenosine leads to a benzotriazole adduct which is reduced with sodium borohydride to the corresponding N6-alkylated adenosine derivatives. This procedure is also utilized in a new route to N6-(3-iodobenzyl)adenosine-5′-N-methyluronamide (IB-MECA) which is considered an important adenosine agonist at A3 adenosine receptors.