Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies of Nucleosides and Nucleotides. LXIX. Purine Cyclonucleosides. (30). Elimination of the 8-Oxy Function of Purine Nucleosides
MORIO IKEHARATOKUMI MARUYAMA
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1976 Volume 24 Issue 4 Pages 565-569

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Abstract
Triacetyl-8-oxyinosine (Ib) was treated with phosphoryl chloride in diethylaniline or thionyl chloride in dimethyl formamide (DMF) to give only 6-chloro-8-oxy compound (IV). Treating (Ib) with phosphoryl chloride in tri-n-butylamine gave 6, 8-dichloro compound (VII). Compound (VII) was converted to bis (methylmercapto) compound (VIII) and treated successively with dimethylamine and Raney nickel to give N6-dimethyladenosine. Thus, a procedure for eliminating 8-oxy function of purine nucleosides has been substantiated.
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© The Pharmaceutical Society of Japan
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