| Click Chemistry合成1,2,3-三唑氨基酸衍生物 |
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| 引用本文： | 王妮,王成,施玲丽,郭飞虎,武明星,韩彦江,李剑波,张岚,周伟. Click Chemistry合成1,2,3-三唑氨基酸衍生物[J]. 精细化工, 2009, 26(7) |
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| 作者姓名： | 王妮 王成 施玲丽 郭飞虎 武明星 韩彦江 李剑波 张岚 周伟 |
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| 作者单位： | 中国科学院,上海应用物理研究所,放射性药物研究中心,上海201800;中国科学院,研究生院,北京,100049;中国原子能科学研究院,北京,102413;中国科学院,上海应用物理研究所,放射性药物研究中心,上海201800 |
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| 基金项目： | 国家自然科学基金资助项目(10875163);;上海市科委资助项目(06OZ19506)~~ |
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| 摘 要： | 通过W ong叠氮转化和亲核取代反应,分别合成了叠氮苯丙氨酸、叠氮丙氨酸、苄基叠氮,采用上述叠氮化物与L-炔丙基甘氨酸进行C lick反应,合成了3个1,4-取代1,2,3-三唑氨基酸衍生物:2-氨基-3-[1-(1-羧基-2-苯乙基)-1H-1,2,3-三唑-4-基]丙酸、3,3-′(1H-1,2,3-三唑-1,4-基)双(2-氨基丙酸)和2-氨基-3-(1H-1,2,3-三唑-1-苄基-4-基)丙酸,收率分别是76%、62%和68%,产物结构经核磁共振波谱、质谱、红外光谱进行了表征。1,2,3-三唑氨基酸衍生物含双功能螯合基团,是很有潜力的fac-[188Re(CO)3(H2O)3]+放射性标记配体。
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| 关 键 词： | Clickchemistry 1 2 3-三唑衍生物 3-偶极环加成 叠氮化物 功能材料 |
Synthesis of 1,4-Bifunctionalized 1,2,3-Trizaole Alanine Analogue by Click Chemistry |
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| WANG Ni,WANG Cheng,SHI Ling-li,GUO Fei-hu,WU Ming-xing,HAN Yan-jiang,LI Jian-bo,ZHANG Lan,ZHOU Wei. Synthesis of 1,4-Bifunctionalized 1,2,3-Trizaole Alanine Analogue by Click Chemistry[J]. Fine Chemicals, 2009, 26(7) |
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| Authors: | WANG Ni WANG Cheng SHI Ling-li GUO Fei-hu WU Ming-xing HAN Yan-jiang LI Jian-bo ZHANG Lan ZHOU Wei |
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| Affiliation: | 1.Radiopharmaceutical Center;Shanghai Institute of Applied Physics;Chinese Academy of Science;Shanghai 201800;China;2.Graduate School of the Chinese Academy of Science;Beijing 100049;3.Department of Isotopes;China Institute of Atomic Energy;Beijing 102413;China |
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| Abstract: | Three compounds of azides i.e.,azido-phenylalanine,azidoalanine and benzyl azide were synthesized by diazo transfer method of Wong and nucleophilic substitution reaction.Then,by the click chemistry between L-propargylglycine and the azides,2-amino-3-[1-(1-carboxy-2-phenylethyl)-1H-1,2,3-triazol-4-yl]propanoic-acid,3,3′-(1H-1,2,3-triazole-1,4-diyl)bis(2-aminopropanoic acid) and 2-amino-3-(1-benzyl-1H-1,2,3-triazol-4-yl)propanoic acid were synthesized in 62%～76% yield.The corresponding compounds were characterized by NMR,MS and IR.The 1,4-bifunctionalized 1,2,3-trizaole alanine analogue which contains the bifunctional chelating agent could be a potential radiolabeling ligand for fac-[188Re(CO)3(H2O)3]+. |
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| Keywords: | Click chemistry 1 2 3-trizaole analogue 3-dipolar cycloaddition azides functional materials |
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