甲基氨基(2-溴苯基)乙酸盐酸盐 | 1219408-44-2

• 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
• 中文名称: 甲基氨基(2-溴苯基)乙酸盐酸盐
• 英文名称: methyl (2-bromophenyl)glycinate hydrochloride
• 英文别名: Methyl amino(2-bromophenyl)acetate hydrochloride；methyl 2-amino-2-(2-bromophenyl)acetate;hydrochloride
• CAS: 1219408-44-2
• 化学式: C₉H₁₀BrNO₂*ClH
• 分子量: 280.549
• InChiKey: YBWCLPWBSZSUQA-UHFFFAOYSA-N

物化性质

• 熔点：
  166-168 °C
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  14
• 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：
  52.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  一氧化碳 、 甲基氨基(2-溴苯基)乙酸盐酸盐 在 palladium diacetate 作用下， 以 丙酮 、 氯仿 为溶剂， 反应 24.0h， 以61 mg的产率得到methyl 4-bromo-(1H)-isoindolin-1-one-3-carboxylate
  参考文献：
  名称：

  Efficient access to (1H)-isoindolin-1-one-3-carboxylic acid derivatives by orthopalladation and carbonylation of methyl arylglycinate substrates

  摘要：

  The orthopalladation of methyl arylglycinate derivatives has been studied. The reaction proceeds efficiently for different electron-withdrawing and electron-releasing substituents at the aryl ring. The carbonylation of the orthopalladated complexes affords, in a single step, substituted (1H)-isoindolin-1-one-3-carboxylates. These compounds constitute valuable synthetic intermediates and can be transformed diastereoselectively into octahydroisoindole-1-carboxylic acid derivatives, an important scaffold in the synthesis of many biologically active compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.064
• 作为产物：
  描述：

  邻溴苯甲醛 在 氯化亚砜 、 氯化铵 作用下， 以 甲醇 、 水 为溶剂， 反应 120.33h， 生成 甲基氨基(2-溴苯基)乙酸盐酸盐
  参考文献：
  名称：

  Efficient access to (1H)-isoindolin-1-one-3-carboxylic acid derivatives by orthopalladation and carbonylation of methyl arylglycinate substrates

  摘要：

  The orthopalladation of methyl arylglycinate derivatives has been studied. The reaction proceeds efficiently for different electron-withdrawing and electron-releasing substituents at the aryl ring. The carbonylation of the orthopalladated complexes affords, in a single step, substituted (1H)-isoindolin-1-one-3-carboxylates. These compounds constitute valuable synthetic intermediates and can be transformed diastereoselectively into octahydroisoindole-1-carboxylic acid derivatives, an important scaffold in the synthesis of many biologically active compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.064

文献信息

• Efficient access to (1H)-isoindolin-1-one-3-carboxylic acid derivatives by orthopalladation and carbonylation of methyl arylglycinate substrates
  作者：Sonia Nieto、Francisco J. Sayago、Pedro Laborda、Tatiana Soler、Carlos Cativiela、Esteban P. Urriolabeitia

  DOI：10.1016/j.tet.2011.04.064

  日期：2011.6

  The orthopalladation of methyl arylglycinate derivatives has been studied. The reaction proceeds efficiently for different electron-withdrawing and electron-releasing substituents at the aryl ring. The carbonylation of the orthopalladated complexes affords, in a single step, substituted (1H)-isoindolin-1-one-3-carboxylates. These compounds constitute valuable synthetic intermediates and can be transformed diastereoselectively into octahydroisoindole-1-carboxylic acid derivatives, an important scaffold in the synthesis of many biologically active compounds. (C) 2011 Elsevier Ltd. All rights reserved.