| 甘氨酸席夫碱(Ni)配合物法不对称合成2S,7S-二氨基辛二酸 |
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| 引用本文： | 叶玲娅,曹飞,武红丽,杨颖,周佳栋,韦萍.甘氨酸席夫碱(Ni)配合物法不对称合成2S,7S-二氨基辛二酸[J].化学试剂,2010,32(4). |
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| 作者姓名： | 叶玲娅 曹飞 武红丽 杨颖 周佳栋 韦萍 |
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| 作者单位： | 南京工业大学,生物与制药工程学院,材料化学工程国家重点实验室,江苏,南京,210009 |
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| 基金项目： | 科技部科研项目，江苏省普通高校研究生创新计划 |
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| 摘 要： | 以S-2-N-(N′-苄基-S-脯氨酰)-氨基二苯甲酮-镍(Ⅱ)-甘氨酸(BPB-Ni(Ⅱ)-Gly)复合物为手性助剂,与1,4-二溴丁烷反应制备了标题化合物.探讨了反应时间以及反应物配比对反应产率影响,确定了最佳反应条件:BPB-Ni(Ⅱ)-Gly复合物与1,4-二溴丁烷的物质的量比为1∶0.5,反应时间为10 min.2S,7S-二氨基辛二酸的总产率为63%.同时用核磁共振、高分辨质谱及旋光技术对产物进行了表征.
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| 关 键 词： | 2S 7S-二氨基辛二酸 BPB-Ni(Ⅱ)-Gly复合物 席夫碱 不对称合成 BPB-Ni(Ⅱ)-Gly complex |
Asymmetric synthesis of 2S,7S-diaminosuberic acid with glycine equivalent method |
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| YE Ling-ya,CAO Fei,WU Hong-li,YANG Ying,ZHOU Jia-dong,WEI Ping.Asymmetric synthesis of 2S,7S-diaminosuberic acid with glycine equivalent method[J].Chemical Reagents,2010,32(4). |
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| Authors: | YE Ling-ya CAO Fei WU Hong-li YANG Ying ZHOU Jia-dong WEI Ping |
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| Abstract: | 2S,7S-Diaminosuberic acid was asymmetrically synthesized by reacting Gly-Ni-2N-(N′-benzylprolyl)amino]benzophenone as the chiral auxiliary with 1,4-dibromobutane.The effect of the molar ratio of Ni(Ⅱ) complexes of glycine Schiff base to 1,4-dibromobutane and the reaction time on the yield of intermediates was investigated.The optimal reaction conditions were determined as follows:a molar ratio of 1∶0.5,and a reaction time of 10 min.The yield of 2S,7S-diaminosuberic acid was 63%.All products were characterized by NMR,MS,and optical rotation technique. |
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| Keywords: | 2S 7S-diaminosuberic acid Schiff base asymmetric synthesis |
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