Purines. XXIX. Syntheses of 9-Alkyl-2-deuterio-N6-methoxyadenines and 2-Deuterio-N6, 9-dimethyladenine : Tautomerism in 9-Substituted N6-Alkoxyadenines

@inproceedings{Fujii1987PurinesXS,
  title={Purines. XXIX. Syntheses of 9-Alkyl-2-deuterio-N6-methoxyadenines and 2-Deuterio-N6, 9-dimethyladenine : Tautomerism in 9-Substituted N6-Alkoxyadenines},
  author={Toschitaka Fujii and Toyohiko Saito and Taisuke Itaya and Kyoko Kizu and Yukinari Kumazawa and Satoshi Nakajima},
  year={1987}
}
Cyclizations of the alkoxyamidines 7a, i with formic acid gave N6-methoxy-9-methyladenine (8a) and 9-benzyl-N6-methoxyadenine (8i). Replacement of formic acid by formic-d acid-d in these cyclizations afforded the 2-deuterated species 13a and 13i. A similar cyclization of 22, obtained from 21 by alkaline hydrolysis, with formic-d acid-d yielded 2-deuterio-N6-methoxy-1, 9-dimethyladenine (24). The N6-methyl isomer 19 was prepared from 13a by treatment with NaH and MeI. Comparison of the proton… CONTINUE READING

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