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L-亮氨酸衍生物手性氨基醇的合成与应用
Synthesis of Chiral Amino Alcohols from L-Leucine and Their Application
【摘要】 以N,N-二甲基苯胺为原料,经对位溴化、邻位甲酰化得到5-溴-2-(二甲氨基)苯甲醛;L-亮氨酸经酯化、格氏反应得到二齿手性氨基醇;将5-溴-2-(二甲氨基)苯甲醛与上述氨基醇经缩合、还原得到三齿手性氨基醇;产物经红外光谱(IR)、质谱(MS)及核磁共振氢谱(1H-NMR)表征,考察了二齿手性氨基醇和三齿手性氨基醇作为手性溶解剂对手性羧酸类药物布洛芬和扁桃酸对映异构体的手性识别能力。
【Abstract】 5-bromo-2-dimethylaminobenzaldehyde was prepared by bromization and formylation of N,N-dimethylaniline.Chiral amino alcohol polydentate ligand was synthesized from 5-bromo-2-dimethylaminobenzaldehyde and chiral amino alcohol derived from L-leucine.The products were characterized by IR,MS and 1H-NMR spectra and were evaluated as chiral solvating agent for chiral carboxylic acid such as ibuprofen and mandelic acid.
【关键词】 L-亮氨酸;
手性氨基醇;
手性识别;
布洛芬;
扁桃酸;
对映体;
【Key words】 L-leucine; chiral amino alcohols; chiral discrimination; ibuprofen; mandelic acid; enantiomers;
【Key words】 L-leucine; chiral amino alcohols; chiral discrimination; ibuprofen; mandelic acid; enantiomers;
【基金】 中南大学研究生学位论文创新项目资助课题(713360010)
- 【文献出处】 广州化学 ,Guangzhou Chemistry , 编辑部邮箱 ,2011年01期
- 【分类号】O621.3
- 【被引频次】7
- 【下载频次】287