(E)-tert-butyl 4-(1-(((N-(tert-butoxycarbonyl)sulfamoyl)amino)methyl)cyclohexyl)but-2-enoate | 1356915-92-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-tert-butyl 4-(1-(((N-(tert-butoxycarbonyl)sulfamoyl)amino)methyl)cyclohexyl)but-2-enoate
• CAS: 1356915-92-8
• 化学式: C₂₀H₃₆N₂O₆S
• 分子量: 432.582
• InChiKey: AASIZMDGZUPUBV-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  110.8
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (E)-tert-butyl 4-(1-(((N-(tert-butoxycarbonyl)sulfamoyl)amino)methyl)cyclohexyl)but-2-enoate 在 palladium diacetate 、 caesium carbonate 、 copper(ll) bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以70%的产率得到anti-di-tert-butyl dihydro-2'H-spiro[cyclohexane-1,5'-pyrrolo[1,2-b][1,2,5]thiadiazole]-2',3'(3'H,6'H)-dicarboxylate 1',1'-dioxide
  参考文献：
  名称：

  Palladium-Catalyzed Intramolecular Diamination of Acrylic Esters Using Sulfamates as Nitrogen Source

  摘要：

  An intramolecular diamination of acrylates is reported using sulfamates as nitrogen sources. This reaction proceeds under palladium(II) catalysis with copper bromide as oxidant and gives rise to anti-configured 2,3-diamino carboxylates as bicyclic sulfamate derivatives. An aminobrominated intermediate within the diamination reaction was isolated that allowed to clarify the reaction mechanism and to rationalize the observed preferential product stereochemistry.

  DOI：

  10.1021/jo202507d
• 作为产物：
  描述：

  tert-butyl (N-((1-allylcyclohexyl)methyl)sulfamoyl)carbamate 、 丙烯酸叔丁酯 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以87%的产率得到(E)-tert-butyl 4-(1-(((N-(tert-butoxycarbonyl)sulfamoyl)amino)methyl)cyclohexyl)but-2-enoate
  参考文献：
  名称：

  Palladium-Catalyzed Intramolecular Diamination of Acrylic Esters Using Sulfamates as Nitrogen Source

  摘要：

  An intramolecular diamination of acrylates is reported using sulfamates as nitrogen sources. This reaction proceeds under palladium(II) catalysis with copper bromide as oxidant and gives rise to anti-configured 2,3-diamino carboxylates as bicyclic sulfamate derivatives. An aminobrominated intermediate within the diamination reaction was isolated that allowed to clarify the reaction mechanism and to rationalize the observed preferential product stereochemistry.

  DOI：

  10.1021/jo202507d