Nucleosides and Nucleotides p. 65 - 76 (1995)
Update date:2022-08-11
Topics:
Flaherty
Balse
Li
Moore
Doughty
We prepared 2-azido-1,N6-etheno-2'-deoxyadenosine 5'-monophosphate (7b) by activation of the 2-thio analog 4b by two methods. In the preferred method, 4b was treated with 2,4-dinitrofluorobenzene in 50% aqueous acetonitrile, and the resultant thioether was cleaved with hydrazoic acid, yielding the 2-azido-1,N6-etheno analog 7b in 70% isolated yield. N-bromoacetamide oxidized the etheno group of 7b, giving the 2-azido analog of dAMP 9b in 78% yield.
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