N-(2-bromo-4,6-dimethylphenyl)-N'-(2,4,6-trimethylphenyl)ethane-1,2-diamineoxamide | 868961-61-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(2-bromo-4,6-dimethylphenyl)-N'-(2,4,6-trimethylphenyl)ethane-1,2-diamineoxamide
• 英文别名: N1-(2-Bromo-4,6-dimethylphenyl)-N2-mesitylethane-1,2-diamine；N'-(2-bromo-4,6-dimethylphenyl)-N-(2,4,6-trimethylphenyl)ethane-1,2-diamine
• CAS: 868961-61-9
• 化学式: C₁₉H₂₅BrN₂
• 分子量: 361.325
• InChiKey: XKLJBYGAEPZKCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.52
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  24.06
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(2-bromo-4,6-dimethylphenyl)-N'-(2,4,6-trimethylphenyl)ethane-1,2-diamineoxamide 在 盐酸 、 copper(l) iodide 、 三甲基氯硅烷 、 二溴化乙炔 、 sodium iodide 、 N,N'-二甲基乙二胺 、 锌 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 88.0h， 生成 1-[2-[2(R)-[(tert-butoxycarbonyl)amino]-2-methoxycarbonylethyl]-4,6-dimethylphenyl]-3-(2,4,6-trimethylphenyl)-4,5-dihydroimidazolinium chloride
  参考文献：
  名称：

  Development of Building Blocks for the Synthesis of N-Heterocyclic Carbene Ligands

  摘要：

  The synthesis of a series of NHC building blocks that can then be incorporated into more complicated structures by palladium catalysis is reported. This approach is used for the synthesis of three amino acids containing NHC side chains. The ability to use the amino acids in solid-phase peptide synthesis to make NHC-containing peptides is also demonstrated. Additionally, the NHC side chain can be deprotected and coordinated to a catalytically active transition metal. Finally, it is illustrated that the building blocks participate in Suzuki coupling to provide access to substituted NHC ligands.

  DOI：

  10.1021/ol0516521
• 作为产物：
  描述：

  2-溴-4,6-二甲基苯胺 在 dimethyl sulfide borane 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 40.0h， 生成 N-(2-bromo-4,6-dimethylphenyl)-N'-(2,4,6-trimethylphenyl)ethane-1,2-diamineoxamide
  参考文献：
  名称：

  Development of Building Blocks for the Synthesis of N-Heterocyclic Carbene Ligands

  摘要：

  The synthesis of a series of NHC building blocks that can then be incorporated into more complicated structures by palladium catalysis is reported. This approach is used for the synthesis of three amino acids containing NHC side chains. The ability to use the amino acids in solid-phase peptide synthesis to make NHC-containing peptides is also demonstrated. Additionally, the NHC side chain can be deprotected and coordinated to a catalytically active transition metal. Finally, it is illustrated that the building blocks participate in Suzuki coupling to provide access to substituted NHC ligands.

  DOI：

  10.1021/ol0516521