| 消旋3-氨基-1,3,4,5-四氢-2H-1-苯并氮杂卓-2-酮的合成及其催化结晶诱导法手性拆分 |
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| 引用本文： | 蒋薇薇,张雄,王莉.消旋3-氨基-1,3,4,5-四氢-2H-1-苯并氮杂卓-2-酮的合成及其催化结晶诱导法手性拆分[J].浙江教育学院学报,2011(5):107-112. |
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| 作者姓名： | 蒋薇薇 张雄 王莉 |
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| 作者单位： | 浙江外国语学院理工学院,浙江杭州,310012 |
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| 基金项目： | 浙江省大学生科技创新项目 |
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| 摘 要： | 合成了3-氨基-1,3,4,5-四氢-2H-1-苯并氮杂卓-2-酮的消旋体,对所合成到的消旋体化合物进行了手性拆分实验研究,找到了以焦谷氨酸为手性拆分结晶试剂,5-硝基水杨醛为不对称结晶诱导催化剂,乙醇-水溶液为溶剂的实验条件.反应条件温和,所得手性化合物的光学纯度高,其中R（＋）-3-氨基-1,3,4,5-四氢-2H-1-苯并氮杂卓-2-酮的拆分收率为74%,!]D＋446＂（c=1.0,CH3OH）;S（-）-3-氨基-1,3,4,5-四氢-2H-1-苯并氮杂卓-2-酮的拆分收率为71%,!]D-443＂（c=1.0,CH3OH）.
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| 关 键 词： | 3-氨基-1 3 4 5-四氢-2H-1-苯并氮杂卓-2-酮 催化 结晶诱导 手性拆分 |
Synthesis of Racemic 3-Amino-1,3,4,5-tetrahydro-1H-1-benzazepin-2-one and Chiral Resolution through Catalyed Crystallization-induced Method |
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| JIANG Weiwei,ZHANG Xiong,WANG Li.Synthesis of Racemic 3-Amino-1,3,4,5-tetrahydro-1H-1-benzazepin-2-one and Chiral Resolution through Catalyed Crystallization-induced Method[J].Journal of ZHEJIANG Education Institute,2011(5):107-112. |
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| Authors: | JIANG Weiwei ZHANG Xiong WANG Li |
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| Institution: | JIANG Weiwei,ZHANG Xiong,WANG Li (School of Science and Technology,Zhejiang International Studies University,Hangzhou 310012,China) |
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| Abstract: | The racemic 3-amino-1,3,4,5-tetrahydro-1H-1-benzazepin-2-one was synthesized.The chiral resolution of the racemic had been studied.The experimental conditions were found： D/L-Pyroglutamic acid as the chiral crystallization reagent,5-nitro-salicylaldehyde as the crystallization-induced catalyst and the ethanol-water solution as the solvent.The reaction conditions were mild.The optical purified products were obtained.The resolution yield for the 3（R）-amino-1,3,4,5-tetrahydro-1H-1-benzazepin-2-one was 78% with ɑ]D＋449°（c=1.0,CH3OH） and 3（S）-amino-1,3,4,5-tetrahydro-1H-1-benzazepin-2-one was 71% with ɑ]D-444°（c=1.0,CH3OH）. |
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| Keywords: | 3-amino-1 3 4 5-tetrahydro-1H-1-benzazepin-2-one catalyzed crystallization-induced chiral resolution |
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