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Quinolizidines. XV. A Racemic Synthesis of 10-Demethyltubulosine, an Alkaloid from Alangium lamarckii
http://hdl.handle.net/2297/7669
http://hdl.handle.net/2297/76692ebf0e68-eb17-4d8f-ad23-1eeb507e3526
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 | Quinolizidines. XV. A Racemic Synthesis of 10-Demethyltubulosine, an Alkaloid from Alangium lamarckii | |||||
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× Ohba, Masashi |
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書誌情報 |
Chemical & pharmaceutical bulletin 巻 33, 号 10, p. 4314-4319, 発行日 1985-10-25 |
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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.33.4314 | |||||
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 | The racemic synthesis of the Alangium lamarckii alkaloid 10-demethyltubulosine (2) has been accomplished for the first time via a "lactim ether route, "which included the intermediates (±)-7,(±)-8,(±)-10,and (±)-9. The 1'α-H isomers (±)-12 and (±)-11 were also obtained through this synthetic route. The assignments of the configuration at C-1'of (±)-2,(±)-9,(±)-11,and (±)-12 were based on four criteria, namely, the ratio of products from the catalytic reduction of (±)-10,thin-layer chromatographic mobility, and ^1H and ^<13>C nuclear magnetic resonance spectral features. The identity of synthetic (±)-2 with (-)-demethyltubulosine from A. lamarckii unequivocally established the structure of this alkaloid. | |||||
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 |