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We synthesized 5-N-tert-butylhydroxylamino-2'-deoxyuridine (9b) via lithium-halogen exchange reaction of sodium salt of 5-iodo-2'-deoxyuridine (8b). This procedure was applicable to synthesis of the corresponding uridine (9a) and N-benzoyl cytidine (13). Obtained 9b was converted into stable aminoxyl (5a) by treatment with Ag2O to study its properties as a novel spin-labeled nucleoside.

Synthetic studies and properties of N-tert-butylaminoxyl nucleosides