diethyl 4-((4-chlorophenyl)carbamoyl)-3-(ethylthio)-4'-methyl-5-oxo-5,6-dihydro-[1,1'-biphenyl]-2,2(1H)-dicarboxylate | 1262340-27-1

• 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: diethyl 4-((4-chlorophenyl)carbamoyl)-3-(ethylthio)-4'-methyl-5-oxo-5,6-dihydro-[1,1'-biphenyl]-2,2(1H)-dicarboxylate
• CAS: 1262340-27-1
• 化学式: C₂₈H₃₀ClNO₆S
• 分子量: 544.068
• InChiKey: RGDUFTCNLWWYEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  37.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  98.77
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  diethyl 4-((4-chlorophenyl)carbamoyl)-3-(ethylthio)-4'-methyl-5-oxo-5,6-dihydro-[1,1'-biphenyl]-2,2(1H)-dicarboxylate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以92%的产率得到diethyl 2-((2E,4E)-2-(4-chlorophenylcarbamoyl)-1-(ethylthio)-3-hydroxy-5-p-tolylpenta-2,4-dienylidene)malonate
  参考文献：
  名称：

  Efficient synthesis of highly functionalized vinylogous thiol esters

  摘要：

  A series of vinylogous thiol esters 2,3 and 2,6-dioxo-1,2,5,6-tetrahydropyridines (cyclic vinylogous thiol esters) 4 were prepared in high to excellent yields from the tandem reaction of readily available alpha-alkenoylketene diethylthioacetals 1 and diethyl malonate. A plausible mechanism, which involves a base catalyzed retro-Michael ring opening of cyclohexanenes 2 to give vinylogous thiol ester 3, is disclosed. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.129
• 作为产物：
  描述：

  2-bis(ethylthio)methylene-N-(4-chlorophenyl)-3-oxo-5-p-tolylpent-4-enamide 、 丙二酸二乙酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以95%的产率得到diethyl 4-((4-chlorophenyl)carbamoyl)-3-(ethylthio)-4'-methyl-5-oxo-5,6-dihydro-[1,1'-biphenyl]-2,2(1H)-dicarboxylate
  参考文献：
  名称：

  Efficient synthesis of highly functionalized vinylogous thiol esters

  摘要：

  A series of vinylogous thiol esters 2,3 and 2,6-dioxo-1,2,5,6-tetrahydropyridines (cyclic vinylogous thiol esters) 4 were prepared in high to excellent yields from the tandem reaction of readily available alpha-alkenoylketene diethylthioacetals 1 and diethyl malonate. A plausible mechanism, which involves a base catalyzed retro-Michael ring opening of cyclohexanenes 2 to give vinylogous thiol ester 3, is disclosed. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.129