isopropyl 4-nitrophenylsulfonylacetate | 139326-48-0

• 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: isopropyl 4-nitrophenylsulfonylacetate
• 英文别名: Acetic acid, ((4-nitrophenyl)sulfonyl)-, 1-methylethyl ester；propan-2-yl 2-(4-nitrophenyl)sulfonylacetate
• CAS: 139326-48-0
• 化学式: C₁₁H₁₃NO₆S
• mdl: MFCD16443762
• 分子量: 287.293
• InChiKey: AZPHBGZAWWQIKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  丙烯酸甲酯（MA） 、 isopropyl 4-nitrophenylsulfonylacetate 在 苄基三乙基氯化铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.67h， 以82%的产率得到3-(4-nitrophenyl)-1,3,5-pentanetricarboxylic acid 1,3-dimethyl 5-isopropyl ester
  参考文献：
  名称：

  Synthesis of 3-Aryl-1,3,5-pentanetricarboxylic acid trialkylesters via a Tandem Addition-Rearrangement-Addition Reaction

  摘要：

  In the presence of anhydrous potassium carbonate as base, triethylbenzylammonium chloride as phase transfer catalyst, and dimethylformamide as solvent, 4-nitrophenylsulfonylacetate was treated with alkyl acrylate at 70degreesC to afford the unexpected 3-aryl-1,3,5-pentanetricarboxylic acid trialkylesters via a tandem addition-rearrangement-addition reaction. A possible mechanism was suggested.

  DOI：

  10.1007/s00706-002-0569-5

文献信息

• Synthesis of 3-Aryl-1,3,5-pentanetricarboxylic acid trialkylesters via a Tandem Addition-Rearrangement-Addition Reaction
  作者：Song Cao、Zheng Zhang、Ai-Long Fan、Zi-Ming Huang

  DOI：10.1007/s00706-002-0569-5

  日期：2003.3.1

  In the presence of anhydrous potassium carbonate as base, triethylbenzylammonium chloride as phase transfer catalyst, and dimethylformamide as solvent, 4-nitrophenylsulfonylacetate was treated with alkyl acrylate at 70degreesC to afford the unexpected 3-aryl-1,3,5-pentanetricarboxylic acid trialkylesters via a tandem addition-rearrangement-addition reaction. A possible mechanism was suggested.