以七-(2,6-二-O-甲基)-β-环糊精为核磁共振手性溶解剂测定布洛芬的光学纯度  

Heptakis( 2,6-di-O-methyl)-β-cyclodextrin as a chiral NMR discriminating agent for ibuprofen

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作  者:陈家逸[1] 苏伟[1] 王恩举[1] 

机构地区:[1]海南师范大学化学与化工学院,海南海口571158

出  处:《化学研究与应用》2016年第4期508-511,共4页Chemical Research and Application

基  金:国家自然科学基金项目(21162010)资助

摘  要:研究了七-(2,6-二-O-甲基)-β-环糊精(DM-β-CD)作为核磁共振手性溶解剂在识别布洛芬对映体及测定布洛芬光学纯度中的应用。在DM-β-CD存在下,布洛芬对映体混合物~1H-NMR谱的某些吸收峰裂分成两组信号,分别对应两个对映体,可以用于确定布洛芬的绝对构型。DM-β-CD可以使布洛芬^(13)C-NMR谱的某些核磁信号裂分成两个完全没有重叠的吸收峰,不但可以确定布洛芬的绝对构型,而且可以测定布洛芬对映体混合物的光学纯度。A common derivative of fl-cyclodextrin, heptakis ( 2,6-di-O-methyl ) -β-cyclodextrin ( DM-β-CD ), had been proposed to discriminate the enantiomers of ibuprofen by NMR spectroscopy. In the 1H-NMR spectra of ibuprofen in the presence of DM-β-CD, the signals of the aromatic and methylic hydrogen nuclei ,which were adjacent to the chiral carbon atom,were clearly split into two groups by the enantioselective complexation with DM-β-CD. That could be used to identify the absolute configuration of ibuprofen. In the 13 C-NMR spectra of ibuprofen in the presence of DM-β-CD, some signals splited up into two parts, which were easily assigned to the enantiomers. Owning to no overlap between the split peaks, the enantiomeric purity of ibuprofen could be determined according to the ratio of the integration of split peaks.

关 键 词:Β-环糊精 布洛芬 手性识别 手性溶解剂 

分 类 号:O657.61[理学—分析化学]

 

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