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| 光学纯(S)-2-(苄氧酰氨基)-4-氧代丁酸苄酯的合成和结构表征 | |
| 引用本文： | 安莲英,张振国,赵先银,雷宁,裴玲芳. 光学纯(S)-2-(苄氧酰氨基)-4-氧代丁酸苄酯的合成和结构表征[J]. 应用化学, 2010, 27(7): 863-865. DOI: 10.3724/SP.J.1095.2010.90639 |
| 作者姓名： | 安莲英 张振国 赵先银 雷宁 裴玲芳 |
| 作者单位： | (成都理工大学材料与化学化工学院 成都 610059) |
| 摘 要： | 以L-蛋氨酸为起始原料,经甲基化、水解、羧基和氨基保护及氯铬酸吡啶嗡盐(PCC)氧化等6步反应,合成了高光学纯度的(S)-2-(苄氧酰氨基)-4-氧代丁酸苄酯。通过1HNMR、IR、MS和mp测试技术表征了其结构;分别用手性柱HPLC和旋光仪法测定了它的化学纯度和光学纯度(ee%值)分别为99.3%和99.5%,产物的总收率为30.0%。 |
| 关 键 词： | (S)-(苄氧酰氨基)-氧代丁酸苄酯 L-蛋氨酸 合成 |
| 收稿时间： | 2009-09-29 |
| 修稿时间： | 2009-11-27 |
Synthesis and Structural Characterization of Optical Pure (S)-Benzyl-2-(benzyloxycarbonylamino)-4-oxobutanoate |
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| AN Lian-Ying,ZHANG Zhen-Guo,ZHAO Xian-Yin,LEI Ning,PEI Ling-Fang. Synthesis and Structural Characterization of Optical Pure (S)-Benzyl-2-(benzyloxycarbonylamino)-4-oxobutanoate[J]. Chinese Journal of Applied Chemistry, 2010, 27(7): 863-865. DOI: 10.3724/SP.J.1095.2010.90639 | |
| Authors: | AN Lian-Ying ZHANG Zhen-Guo ZHAO Xian-Yin LEI Ning PEI Ling-Fang |
| Affiliation: | (College of Materials and Chemistry & Chemical Engineering,Chengdu University of Technology，Chengdu 610059) |
| Abstract: | (S)-Benzyl-2-(benzyloxycarbonylamino)-4-oxobutanoate was synthesized from L-methionine via methylation reaction, hydrolysis, carboxyl and amino protection, pyridinium chorochromate(PCC) oxidation. The structure of the target product was characterized by means of 1H NMR, IR and MS. The optical purity was determined by HPLC and polarimeter method. The overall yield was 30.0%. The purity and ee value of the target compound were 99.3% and 99.5% respectively. |
| Keywords: | (S)-benzyl-(benzyloxycarbonylamino)-oxobutanoate L-methionine Synthesis |
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