Item type |
学術雑誌論文 / Journal Article(1) |
公開日 |
2017-03-24 |
タイトル |
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タイトル |
Enantiopure O-Ethyl Phenylphosphonothioic Acid : A Solvating Agent for the Determination of Enantiomeric Excesses |
言語 |
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言語 |
eng |
資源タイプ |
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資源タイプ識別子 |
http://purl.org/coar/resource_type/c_6501 |
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資源タイプ |
journal article |
著者 |
Matsumoto, Kazushige
Sawayama, Jun
Hirao, Shotaro
Nishiwaki, Nagatoshi
Sugimoto, Ryuichi
Saigo, Kazuhiko
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抄録 |
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内容記述タイプ |
Abstract |
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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 |
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収録物識別子タイプ |
ISSN |
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収録物識別子 |
1520-636X |
DOI |
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関連タイプ |
isVersionOf |
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識別子タイプ |
DOI |
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関連識別子 |
10.1002/chir.22315 |
権利 |
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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 |
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出版タイプ |
AM |
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出版タイプResource |
http://purl.org/coar/version/c_ab4af688f83e57aa |
出版者 |
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出版者 |
John Wiley & Sons, Inc. |