Enantioselective Partitioning of Racemic Ibuprofen in a Biphasic Recognition Chiral Extraction System |
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Authors: | Tang Kewen Song Litao Pan Yang Jiang Xinyu Miao Jiabing |
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Institution: | 1. Tel.: 0086‐0730‐8846925;2. Fax: 0086‐0730‐8640921;3. College of Chemistry and Chemical Engineering, Central South University, Changsha, Hunan 410083, China;4. Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang, Hunan 414006, China |
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Abstract: | Enantioselective partitioning of ibuprofen enantiomers in a biphasic recognition chiral extraction system was studied. A combination of hydrophobic L‐isobutyl tartrate in organic phase and hydrophilic β‐cyclodextrin derivative in aqueous phase is necessary to establish a biphasic recognition chiral extraction system. The studies performed involve an enantioselective extraction in a biphasic system, where ibuprofen enantiomers form four complexes with the β‐cyclodextrin derivative in aqueous phase and the D(L)‐isobutyl tartrate in organic phase, respectively. In these biphasic resolutions, the types and the concentrations of the extractants, pH and temperature all exert a considerable influence on the biphasic recognition process. Good enantioselectivities for ibuprofen enantiomers were obtained at pH≦2.5 and a ratio of 2:1 of L‐isobutyl tartrate] to HP‐β‐CD]. Biphasic recognition chiral extraction is of strong chiral separation ability, and may be very helpful to optimize the extraction systems and realize the large‐scale production of enantiomers. |
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Keywords: | L‐isobutyl tartrate hydroxypropyl‐β‐cyclodextrin ibuprofen enantiomer biphasic recognition chiral extraction |
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