132213-71-9Relevant academic research and scientific papers
SYNTHESES OF THE 1-N-OXIDES AND 1-METHOXY AND N6-METHOXY DERIVATIVES OF 2-DEUTERIOADENINES SUBSTITUTED OR UNSUBSTITUTED AT THE 9-POSITION
Saito, Tohru,Hayashibara, Hiromi,Kumazawa, Yukinari,Fujisawa, Tetsunori,Fujii, Tozo
, p. 1593 - 1596 (2007/10/02)
Peracid oxidations of adenine-2-d (1a) and its 9-substituted derivatives (1b-e) produced the corresponding 1-N-oxides (3a-e) in fair yields.Methylations of 9-methyl- (3b) and 9-benzyladenine-2-d 1-oxide (3d) and adenosine-2-d 1-oxide (3e) with MeI in AcNMe2 afforded the corresponding 1-methoxy derivatives 5b,d and 11e in good yields.Dimroth rearrangement of 5b, 5d, and 11e gave the N6-isomers 9b, 9d, and 9e, but their isotopic purities were unsatisfactory.Unambiguous assignments of the purine-ring proton signals in the nmr spectra of the unlabeled adenines (4a-e, 6b,d, and 12e) have been made by comparison with those of the labeled species (3a-e, 5b,d and 11e)
