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Quinolizidines. XIV. A racemic synthesis of 9-demethyltubulosine, an alkaloid isolated from Alangium vitiense
http://hdl.handle.net/2297/7608
http://hdl.handle.net/2297/7608ae16795c-f85f-4ae1-8de6-fa16cda6c080
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
PH-PR-OHBA-M-3724.pdf (821.5 kB)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 2017-10-03 | |||||
| タイトル | ||||||
| タイトル | Quinolizidines. XIV. A racemic synthesis of 9-demethyltubulosine, an alkaloid isolated from Alangium vitiense | |||||
| 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 |
Ohba, Masashi
× Ohba, Masashi× Hayashi, Mitsuko× Fujii, Tozo |
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| 書誌情報 |
Chemical & pharmaceutical bulletin 巻 33, 号 9, p. 3724-3730, 発行日 1985-09-25 |
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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.33.3724 | |||||
| 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 first total synthesis of the Alangium vitiense alkaloid 9-demethyltubulosine (1) has been achieved in the form of a racemic modification through a"lactim ether route, " which included the intermediates (±)-7,(±)-8,(±)-10,and (±)-9. The 1'α-Hisomers (±)-12 and (±)-11 were also produced through this synthetic route. On the other hand, the nonconformity of synthetic (±)-1 with another (-)-demethyltubulosine from A. lamarckii indicated the alternative 10-demethyl structure (2) to be correct for the A. lamarckii alkaloid. The assignments of the configuration at C-1' of (±)-1,(±)-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. | |||||
| 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 | |||||
