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Purines. LXV. Preparatory study for the syntheses of the marine sponge purines agelasimines-A and -B: Synthesis and acetylation of their N(7)-benzyl analogues
http://hdl.handle.net/2297/7616
http://hdl.handle.net/2297/7616b6148ada-9afc-4216-9356-a63357a82980
名前 / ファイル | ライセンス | アクション |
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2017-10-03 | |||||
タイトル | ||||||
タイトル | Purines. LXV. Preparatory study for the syntheses of the marine sponge purines agelasimines-A and -B: Synthesis and acetylation of their N(7)-benzyl analogues | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
著者 |
Fujii, Tozo
× Fujii, Tozo× Saito, Toru× Chikazawa, Jun× Nakamura, Yuko× Ohba, Masashi |
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書誌情報 |
Chemical & pharmaceutical bulletin 巻 42, 号 12, p. 2461-2466, 発行日 1994-02-15 |
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ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0009-2363 | |||||
NCID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA00602100 | |||||
DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | 10.1248/cpb.42.2461 | |||||
出版者 | ||||||
出版者 | 日本薬学会 | |||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | Four-step synthetic routes from 3-methyladenine (10) to 7-benzyl-N6,3-dimethyladenine (1b) and 7-benzyl-1,2-dihydro-1,3-dimethyladenine (2b), selected as models for the marine sponge alkaloids agelasimine-A (1a) and agelasimine-B (2a), respectively, have been established. The key steps involved are regioselective methylations of 7-benzyl-3-methyladenine (8) and 7-benzyl-1,2-dihydro-3-methyladenine (11). The reaction of 1b with acetic anhydride in pyridine was found to give the monocyclic imidazole derivative 29b. A similar acetylation of 2b yielded the N6-acetyl derivative 20b. When treated with boiling H2O, 20b afforded 7-benzyl-2,3-dimethylhypoxanthine (21b) and a compound inferred to be the dihydrohypoxanthine derivative 30. Probable pathways to 29b from 1b and to 21b and 30 from 20b are proposed. | |||||
著者版フラグ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 |