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Communication | Special issue | Vol 37, No. 1, 1994, pp.219-222
Published online, 1st January, 1970
DOI: 10.3987/COM-93-S33
Oxidation of N6-Benzyladenine with m-Chloroperoxybenzoic Acid: Formation of the N(1)-Oxide

Tozo Fujii,* Kazuo Ogawa, and Taisuke Itaya

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan


Oxidation of N6-benzyladenine (2) with m-chloroperoxybenzoic acid in MeQH has been found to give N6-benzyladenine 1-oxide (1) as the main product. The structure of 1 has been established by leading it to N6-methoxyadenine (4) through O-methylation, Dimroth rearrangement, and nonreductive debenzylation.