methyl 2-(1-(tert-butylcarbamoyl)-2,2-dicyanoethyl)-benzoate | 1346941-34-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-(1-(tert-butylcarbamoyl)-2,2-dicyanoethyl)-benzoate
• 英文别名: Benzoic acid, 2-[2,2-dicyano-1-[[(1,1-dimethylethyl)amino]carbonyl]ethyl]-, methyl ester；methyl 2-[1-(tert-butylamino)-3,3-dicyano-1-oxopropan-2-yl]benzoate
• CAS: 1346941-34-1
• 化学式: C₁₇H₁₉N₃O₃
• 分子量: 313.356
• InChiKey: NTIHHXCECCRMRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 异氰酸叔丁酯 、 邻羧基苯甲醛 、 丙二腈 在 sodium carbonate 作用下， 反应 5.33h， 以86%的产率得到methyl 2-(1-(tert-butylcarbamoyl)-2,2-dicyanoethyl)-benzoate
  参考文献：
  名称：

  Isocyanide-Based Multicomponent Reactions: Synthesis of Alkyl-2-(1-(alkylcarbamoyl)-2,2-dicyanoethyl)benzoate and Isochromeno[3,4-b]pyrrole Derivatives

  摘要：

  A novel four-component reaction between 2-formylbenzoic acids, malononitrile, isocyanides, and alcohols has been developed for a highly efficient preparation of alkyl-2-(1-(alkylcarbamoyl)-2,2-dicyanoethyl)benzoate derivatives. This high atom economy reaction led to the construction of two carbon carbon bonds, one amide, and one ester group in a single synthetic step. Furthermore, a three-component reaction between 2-formylbenzoic acids, malononitrile, and isocyanides in dichloromethane for the preparation of isochromeno[3,4-b]pyrroles has been reported.

  DOI：

  10.1021/jo201908f

文献信息

• Isocyanide-Based Multicomponent Reactions: Synthesis of Alkyl-2-(1-(alkylcarbamoyl)-2,2-dicyanoethyl)benzoate and Isochromeno[3,4-b]pyrrole Derivatives
  作者：Ebrahim Soleimani、Mohsen Zainali

  DOI：10.1021/jo201908f

  日期：2011.12.16

  A novel four-component reaction between 2-formylbenzoic acids, malononitrile, isocyanides, and alcohols has been developed for a highly efficient preparation of alkyl-2-(1-(alkylcarbamoyl)-2,2-dicyanoethyl)benzoate derivatives. This high atom economy reaction led to the construction of two carbon carbon bonds, one amide, and one ester group in a single synthetic step. Furthermore, a three-component reaction between 2-formylbenzoic acids, malononitrile, and isocyanides in dichloromethane for the preparation of isochromeno[3,4-b]pyrroles has been reported.