(E)-methyl 6-((N-(methoxycarbonyl)sulfamoyl)amino)-5,5-diphenylhex-2-enoate | 1356915-73-5

• 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: (E)-methyl 6-((N-(methoxycarbonyl)sulfamoyl)amino)-5,5-diphenylhex-2-enoate
• 英文别名: methyl (E)-6-(methoxycarbonylsulfamoylamino)-5,5-diphenylhex-2-enoate
• CAS: 1356915-73-5
• 化学式: C₂₁H₂₄N₂O₆S
• 分子量: 432.497
• InChiKey: ULJSDAUNWWECSY-NTEUORMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (E)-methyl 6-((N-(methoxycarbonyl)sulfamoyl)amino)-5,5-diphenylhex-2-enoate 在 水 、 palladium diacetate 、 caesium carbonate 、 potassium hydroxide 、 copper(ll) bromide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 anti-5,5-diphenylhexahydropyrrolo[1,2-b][1,2,5]thiadiazole-3-carboxylic acid 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：

  methyl N-(2,2-diphenylpent-4-enyl)sulfamoylcarbamate 、 丙烯酸甲酯（MA） 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以94%的产率得到(E)-methyl 6-((N-(methoxycarbonyl)sulfamoyl)amino)-5,5-diphenylhex-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