Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on the Oxidation of "Reversed Nucleosides" in Oxygen. III. Synthesis of Eritadenine Analogues of Purines and Pyrimidines
TAKESHI KANNOMITSUTAKA KAWAZU
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1974 Volume 22 Issue 12 Pages 2836-2850

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Abstract
Reaction of methyl 5-O-tosyl-2, 3-O-isopropylidene-β-D-ribofuranoside (1) with the sodium salts of purines, (2) and (3), and pyrimidines, (12), (13), and (14) derivatives in DMF afforded the corresponding "reversed nucleosides". 6-Alkylaminopurine analogues were prepared by the reaction of the 6-methylthiopurine derivative (4) with the amines. After removal of the protective groups, the reversed nucleosides were oxidized by oxygen in dilute alkaline solution to afford easily eritadenine analogues as major products.
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© The Pharmaceutical Society of Japan
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