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A New Synthetic Pathway to adenine-2-d, 9-alkyladenine-2-d, adenosine-2-d, and 2'-deoxyadenosine-2-d

A New Synthetic Pathway to adenine-2-d, 9-alkyladenine-2-d, adenosine-2-d, and 2'-deoxyadenosine-2-d

T Fujii, T Saito, K Kizu, H Hayashibara, Y Kumazawa, S Nakajima

Nucleic Acids Symp Ser. 1986;(17):33-6.

PMID: 3494233

Abstract:

Unambiguous assignments of the purine ring protons in the NMR spectra of adenine (Ia) and its 9-substituted derivatives (Ib-f) have been made by comparison with those of the isotopically labeled adenines VIIIa-f. 9-Alkyl-2-deuterioadenines (VIIIb-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 with 0.5 N aq. HCl gave adenine-2-d (VIIIa) in 77% yield.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP920423	Formic acid-d2		920-42-3	Price

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