Methyl 2-amino-2-(4-aminophenyl)acetate | 62255-34-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Methyl 2-amino-2-(4-aminophenyl)acetate
• CAS: 62255-34-9
• 化学式: C₉H₁₂N₂O₂
• 分子量: 180.206
• InChiKey: RRHXAIZLBNWCSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  78.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 2-amino-2-(4-aminophenyl)acetate 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 DL-2-[4'-(Ethylcarbamoyl)phenyl]-N-acetylglycine methyl ester
  参考文献：
  名称：

  Synthesis of 2-[4‘-(Ethylcarbamoyl)phenyl]-N-acetylglycine, the Proposed Structure for Giganticine

  摘要：

  A compound (1) with the structure proposed for giganticine, an antifeedant principle isolated from the root bark of Caloropis gigantea, has been successfully synthesized by two independent methods. Comparison of physical properties and spectroscopic data of 1 with giganticine revealed that they are different compounds. All available evidence suggests that the proposed structure of giganticine is incorrect.

  DOI：

  10.1021/np010046l
• 作为产物：
  描述：

  对硝基苯乙酸甲酯 在 sodium methylate 、 溶剂黄146 、 锌 、 亚硝酸异戊酯 作用下， 以 甲醇 为溶剂， 反应 7.0h， 生成 Methyl 2-amino-2-(4-aminophenyl)acetate
  参考文献：
  名称：

  Synthesis of 2-[4‘-(Ethylcarbamoyl)phenyl]-N-acetylglycine, the Proposed Structure for Giganticine

  摘要：

  A compound (1) with the structure proposed for giganticine, an antifeedant principle isolated from the root bark of Caloropis gigantea, has been successfully synthesized by two independent methods. Comparison of physical properties and spectroscopic data of 1 with giganticine revealed that they are different compounds. All available evidence suggests that the proposed structure of giganticine is incorrect.

  DOI：

  10.1021/np010046l

文献信息

• Advancing <i>Meta</i>-Selective C–H Amination through Non-Covalent Interactions
  作者：Qianqian Lv、Zongxing Hu、Yousong Zhang、Zhihan Zhang、Honghui Lei

  DOI：10.1021/jacs.3c09904

  日期：2024.1.24

  Regioselective C–H amination of simple arenes is highly desirable, but accessing meta-sites of ubiquitous arenes has proven challenging due to the lack of both electronic and spatial preference. This study demonstrates the successful use of various privileged nitrogen-containing functionalities found in pharmaceutical compounds to direct meta-C–H amination of arenes, overcoming the long-standing requirement

  简单芳烃的区域选择性 C-H 胺化是非常理想的，但由于缺乏电子和空间偏好，访问普遍存在的芳烃的元位点已被证明具有挑战性。这项研究证明了成功地利用药物化合物中发现的各种独特的含氮官能团来指导芳烃的间-C-H胺化，克服了长期以来对冗余导向基团的要求。通过发现前所未有的有机引发剂和非共价相互作用的战略利用，在精确区域化学控制的官能团调节方面取得了显着进展。该方案已成功应用于药物分子的简洁合成和后期衍生化，否则这是很难实现的。
• US4748163A
  申请人：——

  公开号：US4748163A

  公开（公告）日：1988-05-31
• USRE33948E
  申请人：——

  公开号：USRE33948E

  公开（公告）日：1992-06-02
• Synthesis of 2-[4‘-(Ethylcarbamoyl)phenyl]-<i>N</i>-acetylglycine, the Proposed Structure for Giganticine
  作者：Chaturong Suparpprom、Tirayut Vilaivan

  DOI：10.1021/np010046l

  日期：2001.8.1

  A compound (1) with the structure proposed for giganticine, an antifeedant principle isolated from the root bark of Caloropis gigantea, has been successfully synthesized by two independent methods. Comparison of physical properties and spectroscopic data of 1 with giganticine revealed that they are different compounds. All available evidence suggests that the proposed structure of giganticine is incorrect.