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Enantiopure O-Ethyl Phenylphosphonothioic Acid : A Solvating Agent for the Determination of Enantiomeric Excesses
http://hdl.handle.net/10173/1478
http://hdl.handle.net/10173/14780e446553-66a7-4203-a64d-fd5fb83567e2
| 名前 / ファイル | ライセンス | アクション |
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28-43.pdf (385.3 kB)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||
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| 公開日 | 2017-03-24 | |||||
| タイトル | ||||||
| タイトル | Enantiopure O-Ethyl Phenylphosphonothioic Acid : A Solvating Agent for the Determination of Enantiomeric Excesses | |||||
| 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 |
Matsumoto, Kazushige
× Matsumoto, Kazushige× Sawayama, Jun× Hirao, Shotaro× Nishiwaki, Nagatoshi× Sugimoto, Ryuichi× Saigo, Kazuhiko |
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| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | An improved method, which is highly reproducible, was developed for the enantioseparation of racemic O-ethyl phenylphosphonothioic acid (1a) with brucine by introducing seeding to a supersaturated solution of the diastereomeric salt mixture. The present method gave both diastereomeric salts in high yields with a diastereomeric ratio of >99.5:0.5 upon choosing the crystallization solvent (MeOH for the (R)-1a salt and MeOH/H_2O for the (S)-1a salt). The enantiopure acid 1a showed a good chirality recognition ability for not only strong bases, such as amines and amino alcohols, but also weakly basic alcohols and was applicable as a solvating agent to the ^1H NMR determination of the enantiomeric excess of chiral amines, amino alcohols, and alcohols, including aliphatic substrates. | |||||
| 書誌情報 |
Chirality 巻 26, 号 10, p. 614-619, 発行日 2014-10 |
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| ISSN | ||||||
| 収録物識別子タイプ | ISSN | |||||
| 収録物識別子 | 1520-636X | |||||
| DOI | ||||||
| 関連タイプ | isVersionOf | |||||
| 識別子タイプ | DOI | |||||
| 関連識別子 | 10.1002/chir.22315 | |||||
| 権利 | ||||||
| 権利情報 | This is the peer reviewed version of the following article: Chirality 26:614-619, 2014. © 2014 Wiley Periodicals, Inc., which has been published in final form at http://dx.doi.org/10.1002/chir.22315. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. | |||||
| 著者版フラグ | ||||||
| 出版タイプ | AM | |||||
| 出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
| 出版者 | ||||||
| 出版者 | John Wiley & Sons, Inc. | |||||
