Acyclic analogues of purine and imidazole nucleosides
Identifieur interne : 001B03 ( Istex/Curation ); précédent : 001B02; suivant : 001B04Acyclic analogues of purine and imidazole nucleosides
Auteurs : Ann Parkin [Royaume-Uni] ; Michael R. Harnden [Royaume-Uni]Source :
- Journal of Heterocyclic Chemistry [ 0022-152X ] ; 1982-01.
Abstract
Hydroxyl‐protected derivatives of 1‐ and 3‐(2‐hydroxyethoxymethyl)imidazoles (4,5,7‐10) have been prepared from 5‐amino‐4‐carbamoylimidazoles (2). The protected derivatives were converted to acyclic analogues of imidazole nucleosides (6) or subjected to various cyclisation reactions leading to 9‐(2‐hydroxy‐ethoxymethyl)‐substituted 2‐methyl‐, 2‐phenyl‐ and 2‐azahypoxanthines (18,13 and 20, respectively) and 1‐methylguanine (28). For assignment of structures to isomeric imidazole and purine derivatives, 13C chemical shifts have been used.
Url:
DOI: 10.1002/jhet.5570190104
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<front><div type="abstract" xml:lang="en">Hydroxyl‐protected derivatives of 1‐ and 3‐(2‐hydroxyethoxymethyl)imidazoles (4,5,7‐10) have been prepared from 5‐amino‐4‐carbamoylimidazoles (2). The protected derivatives were converted to acyclic analogues of imidazole nucleosides (6) or subjected to various cyclisation reactions leading to 9‐(2‐hydroxy‐ethoxymethyl)‐substituted 2‐methyl‐, 2‐phenyl‐ and 2‐azahypoxanthines (18,13 and 20, respectively) and 1‐methylguanine (28). For assignment of structures to isomeric imidazole and purine derivatives, 13C chemical shifts have been used.</div>
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