(S,E)-(-)-N'-((4-Bromophenyl)sulfinyl)-N,N-dimethyl-2-oxo-2-(4-(trifluoromethyl)phenyl)acetamidine | 1357445-19-2

• 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: (S,E)-(-)-N'-((4-Bromophenyl)sulfinyl)-N,N-dimethyl-2-oxo-2-(4-(trifluoromethyl)phenyl)acetamidine
• 英文别名: N'-[(S)-(4-bromophenyl)sulfinyl]-N,N-dimethyl-2-oxo-2-[4-(trifluoromethyl)phenyl]ethanimidamide
• CAS: 1357445-19-2
• 化学式: C₁₇H₁₄BrF₃N₂O₂S
• 分子量: 447.276
• InChiKey: HSMPVJHKSBDDCE-INRNSKLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  69
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E)-N'-((4-bromophenyl)sulfonyl)-2-diazo-N,N-dimethyl-2-(4-(trifluoromethyl)phenyl)acetamidine 在 Rh₂(S-PTAD)4 作用下， 以 氯仿 为溶剂， 反应 0.17h， 生成 (R,E)-(-)-N'-((4-Bromophenyl)sulfinyl)-N,N-dimethyl-2-oxo-2-(4-(trifluoromethyl)phenyl)acetamidine 、 (S,E)-(-)-N'-((4-Bromophenyl)sulfinyl)-N,N-dimethyl-2-oxo-2-(4-(trifluoromethyl)phenyl)acetamidine
  参考文献：
  名称：

  Rhodium(II)-Catalyzed Asymmetric Sulfur(VI) Reduction of Diazo Sulfonylamidines

  摘要：

  Diazo sulfonylamidines readily undergo enantioselective oxygen transfer from sulfur to carbon atom in the presence of chiral rhodium(II) carboxylates resulting in chiral sulfinylamidines. This unusual asymmetric atom transfer "reduction" occurs rapidly under mild conditions, and sulfinylamidines are obtained in excellent yield.

  DOI：

  10.1021/ja210180q

文献信息

• Rhodium(II)-Catalyzed Asymmetric Sulfur(VI) Reduction of Diazo Sulfonylamidines
  作者：Nicklas Selander、Valery V. Fokin

  DOI：10.1021/ja210180q

  日期：2012.2.8

  Diazo sulfonylamidines readily undergo enantioselective oxygen transfer from sulfur to carbon atom in the presence of chiral rhodium(II) carboxylates resulting in chiral sulfinylamidines. This unusual asymmetric atom transfer "reduction" occurs rapidly under mild conditions, and sulfinylamidines are obtained in excellent yield.