| 不对称相转移催化合成L-苯丙氨酸 |
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| 引用本文： | 周凤儿,魏运洋.不对称相转移催化合成L-苯丙氨酸[J].精细石油化工,2007,24(2):33-35. |
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| 作者姓名： | 周凤儿 魏运洋 |
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| 作者单位： | 南京理工大学化工学院,江苏,南京,210094 |
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| 摘 要： | 以(+)-N-苄基氯化辛可宁为手性相转移催化剂、甘氨酸乙酯盐酸盐和溴化苄为原料,经亚胺化、烷基化和水解反应合成了L-苯丙氨酸,考察了亚胺结构在不同反应条件下对产物收率和对映选择性的影响。最佳合成条件为:以甲苯作烷基化反应的溶剂,以50％的氢氧化钾作碱,反应温度25℃,反应时间18 h,水解后得到L型产物,对映体过量值可达63％,三步反应的总收率可达46％。
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| 关 键 词： | L-苯丙氨酸 手性相转移催化剂 不对称相转移催化 烷基化 |
| 收稿时间： | 2006-06-16 |
| 修稿时间： | 2006年6月16日 |
SYNTHESIS OF L-PHENYLALANINE IN THE PRESENCE OF A CHIRAL PHASE-TRANSFER CATALYST |
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| Zhou Feng'er,Wei Yunyang.SYNTHESIS OF L-PHENYLALANINE IN THE PRESENCE OF A CHIRAL PHASE-TRANSFER CATALYST[J].Speciality Petrochemicals,2007,24(2):33-35. |
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| Authors: | Zhou Feng'er Wei Yunyang |
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| Affiliation: | Institute of Chemical Engineering ,Nanj ing University of Science and Technology, Nanjing 210094, Jiangsu, China |
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| Abstract: | L-Phenylalanine was synthesized from glycine ethyl ester hydrochloride and benzyl bromide by imine formation, alkylation and hydrolation with ( + )-N-benzylcinchonine chloride as chiral phase-transfer catalyst. Under the optimal conditions: 50% potassium hydroxide, toluene as solvent, reaction temperature 25℃and reaction time 18 h, L-configuration predominant product with 63% e. e. , and 46% overall yield was obtained. Factors affecting the yield and the stereochemistry of the reactions including the structure of the imine, solvent and base used were studied. |
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| Keywords: | L-phenylalanine chiral phase-transfer catalyst asymmetric phase-transfer catalysis alky-lation |
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