| L-亮氨酸衍生物手性氨基醇的合成及其对布洛芬和扁桃酸对映异构体的手性识别 |
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| 引用本文： | 刘丰良,李媛媛,王文革,徐军,刘言萍,肖清波.L-亮氨酸衍生物手性氨基醇的合成及其对布洛芬和扁桃酸对映异构体的手性识别[J].有机化学,2011,31(5). |
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| 作者姓名： | 刘丰良 李媛媛 王文革 徐军 刘言萍 肖清波 |
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| 作者单位： | 1. 中南大学化学化工学院,长沙,410083
2. 湖南工学院材料与化学工程系,衡阳,421002 |
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| 基金项目： | 中南大学研究生学位论文创新资助项目 |
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| 摘 要： | 对甲基苯胺经甲基化、甲酰化得到5,N,N-三甲基-2-氨基苯甲醛;对L-亮氨酸经酯化、格氏反应得到二齿手性氨基醇.二齿手性氨基醇与上述醛经缩合、还原反应,得到三齿手性氨基醇.产物结构经IR,MS和1H NMR等进行了表征;通过改变主客体的浓度及手性羧酸的纯度,运用1H NMR分别考察了主体二齿手性氨基醇、三齿手性氨基醇对客体布洛芬和扁桃酸对映异构体的手性识别能力.结果表明:当主客体物质的量之比为1:1时,三齿手性氨基醇对布洛芬消旋体的a位甲基质子及扁桃酸消旋体的a位质子分别产生11.2和9.2 Hz的化学位移差值.
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| 关 键 词： | L-亮氨酸 手性氨基醇 三齿配体 手性识别 布洛芬 扁桃酸 对映异构体 |
Synthesis of Chiral Amino Alcohols from L-Leucine and Their Chiral Recognition of Enantiomers of Ibuprofen and Mandelic Acid |
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| Liu Fengliang,Li Yuanyuan,Wang Wenge,Xu Jun,Liu Yanping,Xiao Qingbo.Synthesis of Chiral Amino Alcohols from L-Leucine and Their Chiral Recognition of Enantiomers of Ibuprofen and Mandelic Acid[J].Chinese Journal of Organic Chemistry,2011,31(5). |
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| Authors: | Liu Fengliang Li Yuanyuan Wang Wenge Xu Jun Liu Yanping Xiao Qingbo |
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| Institution: | Liu,Fengliang*,a Li,Yuanyuana Wang,Wengeb Xu,Juna Liu,Yanpinga Xiao,Qingboa(a School of Chemistry and Chemical Engineering,Central South University,Changsha 410083)(b Department of Materials and Chemical Engineering,Hunan Institute of Technology,Hengyang 421002) |
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| Abstract: | Chiral amino alcohol polydentate ligand was derived from 5,N,N-tri-methyl-2-amino benzalde-hyde and chiral amino alcohol by condensation and reduction.Thus the former was obtained by methylation and formylation of p-methyl aniline,the latter was prepared by esterification and Grignard reaction of L-leucine.The products were characterized by IR,1H NMR and MS techniques.The chiral amino alcohol and the chiral amino alcohol polydentate ligand were evaluated as chiral solvating agent for chiral carboxylic acid ... |
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| Keywords: | L-leucine chiral amino alcohol polydentate ligand chiral recognition mandelic acid ibupro-fen enantiomer |
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