手性2-芳基羧酸酯是制备手性非甾体抗炎药物2-芳基羧酸的重要的中间体，为了建立可用于2-苯基羧酸酯对映体分离的手性毛细管气相色谱法（ CGC），分别使用2，6-二-O-戊基-3-O-丁酰基-β-环糊精及2，6-二-O-苄基-3-O-庚酰基-β-环糊精作毛细管气相色谱手性固定相，研究了其对2-苯基丁酸甲酯、2-苯基丁酸乙酯、2-苯基丁酸异丙酯、2-苯基丙酸甲酯及2-苯基丙酸环戊酯等5种2-苯基羧酸酯对映体的分离能力。结果表明，用2，6-二-O-戊基-3-O-丁酰基-β-环糊精及2，6-二-O-苄基-3-O-庚酰基-β-环糊精作手性固定相的毛细管气相色谱法可以分离2-苯基丁酸甲酯、2-苯基丙酸甲酯和2-苯基丙酸环戊酯对映体。2，6-二-O-戊基-3-O-丁酰基-β-环糊精对3种2-苯基羧酸酯对映体的分离能力超过了2，6-二-O-苄基-3-O-庚酰基-β-环糊精。
Chiral 2-arylcarboxylic acid derivatives are important intermediates for preparing 2-arylcarboxylic acids,which are non-steroidal anti-inflammatory drugs( NSAIDs ). In order to separate 2-phenylcarboxylic acid ester enantiomers by capillary gas chromatography( CGC),2, 6-di-O-pentyl-3-O-butyryl-β-cyclodextrin and 2,6-di-O-benzyl-3-O-heptanoyl-β-cyclodextrin were used as CGC chiral stationary phases,separately,and their enantioseparation abilities to enan-tiomers of methyl 2-phenylbutanoate,ethyl 2-phenylbutanoate,isopropyl 2-phenylbutanoate, methyl 2-phenylpropionate and cyclopentyl 2-phenylpropionate were examined. It was found that methyl 2-phenylbutanoate,methyl 2-phenylpropionate and cyclopentyl 2-phenylpropionate were successfully separated by using 2,6-di-O-pentyl-3-O-butyryl-β-cyclodextrin and 2,6-di-O-benzyl-3-O-heptanoyl-β-cyclodextrin as CGC chiral stationary phases,respectively. The enanti-omer separation abilities of 2,6-di-O-pentyl-3-O-butyryl-β-cyclodextrin to the three pairs of 2-phenylcarboxylic acid esters tested are superior to those of 2,6-di-O-benzyl-3-O-heptanoyl-β-cyclodextrin.
参考文献
| [1] | Kikuchi T;Okada M;Nengaki N;Furutsuka K;Wakizaka H;Okamura T;Zhang MR;Kato K.Efficient synthesis and chiral separation of 11C-labeled ibuprofen assisted by DMSO for imaging of in vivo behavior of the individual isomers by positron emission tomography.[J].Bioorganic and medicinal chemistry,201110(10):3265-3273. |
| [2] | Shi, XY;Liang, P;Song, DL;Gao, XW.Chromatographic Properties of 2,3-Di-O-allyl-6-O-acyl-beta-cyclodextrins as Chiral Stationary Phases of Capillary GC[J].Chromatographia,20105/6(5/6):539-544. |
| [3] | Shi XY.;Guo HC.;Wang M.;Jiang SR..Capillary gas chromatography separation of pyrethroic acid methyl esters using four acylated cyclodextrin derivatives as chiral stationary phases[J].Chromatographia,20023/4(3/4):207-211. |
| [4] | Shi XY;Guo HC;Wang M.Enantio separation of chiral epoxides using four new cyclodextrin derivatives as chiral stationary phases of capillary gas chromatography[J].Analytica chimica acta,20051/2(1/2):43-49. |
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