N-(2-(4-hydroxyphenylthio)cyclohexyl)-3,5-dinitrobenzamide

• 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: N-(2-(4-hydroxyphenylthio)cyclohexyl)-3,5-dinitrobenzamide
• 英文别名: N-[(1R,2R)-2-(4-hydroxyphenyl)sulfanylcyclohexyl]-3,5-dinitrobenzamide
• 化学式: C₁₉H₁₉N₃O₆S
• 分子量: 417.442
• InChiKey: LAOCYHKYYQDALT-QZTJIDSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  166
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  7-(3,5-dinitrobenzoyl)-7-azabicyclo[4.1.0]heptane 、 4-羟基苯硫酚 在 苯膦酸 作用下， 生成 N-(2-(4-hydroxyphenylthio)cyclohexyl)-3,5-dinitrobenzamide
  参考文献：
  名称：

  Chiral Phosphoric Acid-Catalyzed Desymmetrization of meso-Aziridines with Functionalized Mercaptans

  摘要：

  Conditions for the phosphoric acid-catalyzed highly enantioselective ring-opening of meso-aziridines with a series of functionalized aromatic thiol nucleophiles are described. The procedure utilizes commercially available aromatic thiols, a series of meso-aziridines, and a catalytic amount of VAPOL phosphoric acid to explore the substrate scope of this highly enantioselective reaction.

  DOI：

  10.1021/ol902123h

文献信息

• Chiral Phosphoric Acid-Catalyzed Desymmetrization of <i>meso</i>-Aziridines with Functionalized Mercaptans
  作者：Shawn E. Larson、Juan C. Baso、Guilong Li、Jon C. Antilla

  DOI：10.1021/ol902123h

  日期：2009.11.19

  Conditions for the phosphoric acid-catalyzed highly enantioselective ring-opening of meso-aziridines with a series of functionalized aromatic thiol nucleophiles are described. The procedure utilizes commercially available aromatic thiols, a series of meso-aziridines, and a catalytic amount of VAPOL phosphoric acid to explore the substrate scope of this highly enantioselective reaction.