Nucleosides are stable in water and in dilute base. In

Chapter 28, Problem 28.1

(choose chapter or problem)

Nucleosides are stable in water and in dilute base. In dilute acid, however, the glycosidic bond of a nucleoside undergoes hydrolysis to give a pentose and a heterocyclic aromatic amine base. Propose a mechanism for this acid-catalyzed hydrolysis.

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