| 含氨基的金刚烷桥头二取代化合物合成研究 |
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| 引用本文： | 谢炳玉,郭建维,刘卅,彭进平.含氨基的金刚烷桥头二取代化合物合成研究[J].有机化学,2011,31(4). |
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| 作者姓名： | 谢炳玉 郭建维 刘卅 彭进平 |
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| 作者单位： | 1. 广东工业大学轻工化工学院,广州,510006
2. 华南理工大学材料科学与工程学院,广州,510640 |
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| 基金项目： | 广东工业大学重大培育专项，番禹科技计划 |
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| 摘 要： | 采用金刚烷甲酸为原料,经溴代、叠氮化、库尔提斯重排、水解等四步反应合成了3-氨基-1-金刚烷醇(糖尿病药物中间体),总收率为34%;以金刚烷甲酸为原料,在无需卤素取代下,通过里特反应、水解反应合成了3-氨基-1-金刚烷甲酸盐酸盐(抗肿瘤药物中间体),总收率为73%.采用元素分析、红外光谱、质谱、核磁共振谱等手段对两种产物的进行了结构鉴定,分别提出了可能的反应机理.
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| 关 键 词： | 3-氨基-1-金刚烷醇 3-氨基-1-金刚烷甲酸盐酸盐 合成 |
Synthesis of Briddgehead Bis-substituted Amino-adamantane Compounds |
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| Xie Bingyu,Guo Jianwei,Liu Sa,Peng Jinping.Synthesis of Briddgehead Bis-substituted Amino-adamantane Compounds[J].Chinese Journal of Organic Chemistry,2011,31(4). |
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| Authors: | Xie Bingyu Guo Jianwei Liu Sa Peng Jinping |
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| Institution: | Xie,Bingyu~a Guo,Jianwei~(*,a) Liu,Sa~b Peng,Jinping~a (a Faculty of Chemical Engineering & Light Industry,Guangdong University of Technology,Guangzhou 510006) (b College of Material Science & Engineering,Southchina University of Technology,Guangzhou 510640) |
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| Abstract: | 3-Amino-1-adamantanol,a key intermediate of anti-diabetic drug,was successfully synthesized via bromization,azido,Curtius rearrangement and hydrolysis processes by using adamantane carboxylic acid as the starting raw material.The overall yield of 3-amino-1-adamantanol was 34%.3-Amino-1 -adamantane carboxylic acid hydrochloride,a anti-neoplastic agents,was synthesized from adamantane carboxylic acid by Ritter,hydrolysis reaction in total yield of 73%.The structures of products were identified by elemental an... |
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| Keywords: | 3-amino-1-adamantanol 3-amino-1-adamantane carboxylic acid hydrochloride synthesis |
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