1-N,2-N-bis(3-methoxyphenyl)pyrrolidine-1,2-dicarboxamide | 1037308-52-3

• 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: 1-N,2-N-bis(3-methoxyphenyl)pyrrolidine-1,2-dicarboxamide
• CAS: 1037308-52-3
• 化学式: C₂₀H₂₃N₃O₄
• 分子量: 369.42
• InChiKey: MIPPHINWKJVIQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  79.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  DL-脯氨酸 在 potassium n-butoxide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 1-N,2-N-bis(3-methoxyphenyl)pyrrolidine-1,2-dicarboxamide
  参考文献：
  名称：

  Amide as an efficient ligand in the palladium-catalyzed Suzuki coupling reaction in water/ethanol under aerobic conditions

  摘要：

  Amide, which is derived from proline and is inexpensive and air-stable, has been synthesized and characterized by H-1 NMR, C-13 NMR, and MS. It was found to be an efficient ligand in the palladium-catalyzed Suzuki cross-coupling reaction. In the Pd/amide catalytic system, aryl bromides can be coupled with phenylboronic acid in ethanol/water (1:2; v/v) in excellent yields even with a low Pd loading of 0.01 mol%. Moreover, the scope of the reaction is broad, and a wide variety of functional groups are tolerant. (C) 2011 Hua Chen. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.12.048
• 作为试剂：
  描述：

  1-溴-2-硝基苯 、 苯硼酸 在 potassium phosphate 、 1-N,2-N-bis(3-methoxyphenyl)pyrrolidine-1,2-dicarboxamide 、 palladium dichloride 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以92%的产率得到2-硝基联苯
  参考文献：
  名称：

  Amide as an efficient ligand in the palladium-catalyzed Suzuki coupling reaction in water/ethanol under aerobic conditions

  摘要：

  Amide, which is derived from proline and is inexpensive and air-stable, has been synthesized and characterized by H-1 NMR, C-13 NMR, and MS. It was found to be an efficient ligand in the palladium-catalyzed Suzuki cross-coupling reaction. In the Pd/amide catalytic system, aryl bromides can be coupled with phenylboronic acid in ethanol/water (1:2; v/v) in excellent yields even with a low Pd loading of 0.01 mol%. Moreover, the scope of the reaction is broad, and a wide variety of functional groups are tolerant. (C) 2011 Hua Chen. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.12.048

文献信息

• Amide as an efficient ligand in the palladium-catalyzed Suzuki coupling reaction in water/ethanol under aerobic conditions
  作者：Hai Yang Liu、Kun Wang、Hai Yan Fu、Mao Lin Yuan、Hua Chen、Rui Xiang Li

  DOI：10.1016/j.cclet.2010.12.048

  日期：2011.6

  Amide, which is derived from proline and is inexpensive and air-stable, has been synthesized and characterized by H-1 NMR, C-13 NMR, and MS. It was found to be an efficient ligand in the palladium-catalyzed Suzuki cross-coupling reaction. In the Pd/amide catalytic system, aryl bromides can be coupled with phenylboronic acid in ethanol/water (1:2; v/v) in excellent yields even with a low Pd loading of 0.01 mol%. Moreover, the scope of the reaction is broad, and a wide variety of functional groups are tolerant. (C) 2011 Hua Chen. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.