2-Trifluoromethyl-aziridine-1,2-dicarboxylic acid diethyl ester | 653595-60-9

• 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: 2-Trifluoromethyl-aziridine-1,2-dicarboxylic acid diethyl ester
• 英文别名: 1,2-Aziridinedicarboxylic acid, 2-(trifluoromethyl)-, diethyl ester；diethyl 2-(trifluoromethyl)aziridine-1,2-dicarboxylate
• CAS: 653595-60-9
• 化学式: C₉H₁₂F₃NO₄
• 分子量: 255.194
• InChiKey: FIIUCSBQXFTRCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  55.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-trifluoromethyl acrylic acid ethyl ester 在 sodium hydride 、 calcium oxide 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 2-Trifluoromethyl-aziridine-1,2-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Aza-Michael Addition of Nosyloxycarbamates to 2-(Trifluoromethyl)acrylates

  摘要：

  [GRAPHICS]The amination of 2-(trifluoromethyl)acrylates, performed by nosyloxycarbamates, gives two different aminated products, the derivatives of alpha-trifluoromethyl beta-amino esters or the aziridines, in high yields by changing the reaction conditions. The aza-Michael addition product was isolated for the first time in this kind of reaction. This finding confirms the aza-MIRC mechanism we previously proposed. Asymmetric induction was also pursued.

  DOI：

  10.1021/ol0361554

文献信息

• Aza-Michael Addition of Nosyloxycarbamates to 2-(Trifluoromethyl)acrylates
  作者：Daniele Colantoni、Stefania Fioravanti、Lucio Pellacani、Paolo A. Tardella

  DOI：10.1021/ol0361554

  日期：2004.1.1

  [GRAPHICS]The amination of 2-(trifluoromethyl)acrylates, performed by nosyloxycarbamates, gives two different aminated products, the derivatives of alpha-trifluoromethyl beta-amino esters or the aziridines, in high yields by changing the reaction conditions. The aza-Michael addition product was isolated for the first time in this kind of reaction. This finding confirms the aza-MIRC mechanism we previously proposed. Asymmetric induction was also pursued.