Heterocycles p. 2449 - 2454 (1986)
Update date:2022-09-26
Topics:
Fujii, Tozo
Saito, Tohru
Hayashibara, Hiromi
Kumazawa, Yukinari
Nakajima, Satoshi
9-alkyl-2-deuterioadenines (VIII b-d) , adenosine-2-d (VIIIe), and 2'-deoxyadenosine-2-d (VIIIf) were synthesized from the 9-substituted adenines Ib-f through cyclization of the monocyclic intermediates VIb-f with formic acid-d2 or 1-(formyl-d)-2-(1H)-pyridone.Hydrolysis of VIIIe, prepared through this synthetic route, with 0.5 N aqueous HCl ( reflux, 2h) gave adenine-2-d (VIIIa) in 77percent yield.Unambiguous assigments of the purine ring protons in the NMR spectra of the unlabeled adenines Ia-f have been made by comparison with those of the labeled adenines VIIIa-f.
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