Purines. LXXVIII. An Alternative Synthesis of the Sea Anemone Purine Alkaloid Caissarone

Taisuke ITAYA; Yasutaka TAKADA; Tae KANAI; Tozo FUJII

doi:10.1248/cpb.45.1867

Taisuke ITAYA, Yasutaka TAKADA, Tae KANAI, Tozo FUJII

著者情報

キーワード: caissarone synthesis, N⁶, 3-dimethyladenine N-oxidation, N⁶, 3-dimethyl-8-oxoadenine methylation, N⁶, 3-dimethyl-7-methoxyadenine, N^x, N^y (or O⁸)-dimethyl-8-oxoadenine UV spectrum

ジャーナルフリー

1997 年 45 巻 11 号 p. 1867-1869

DOI https://doi.org/10.1248/cpb.45.1867

詳細

抄録

An alternative synthesis of N⁶, 3, 9-trimethyl-8-oxoadenine (caissarone) (7b) has been accomplished by regio-selective methylation of N⁶, 3-dimethyl-8-oxoadenine (9-demethylcaissarone) (5b), which was obtained by N(7)-oxidation of N⁶, 3-dimethyladenine (2b) with m-chloroperoxybenzoic acid followed by O-methylation with MeI and subsequent treatment with aqueous NaOH. The UV spectral data for the dimethylated 8-oxoadenine 5b and eight of its regioisomers, among with the O⁸, 9-dimethyl isomer 9 was prepared for the first time in the present work, are summarized.

責任著者(Corresponding author)

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