(S)-2-(2-chlorophenyl)-3-(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)-1-phenylpropan-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (S)-2-(2-chlorophenyl)-3-(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)-1-phenylpropan-1-one
• 英文别名: (2S)-2-(2-chlorophenyl)-3-(3,5-dimethyl-4-nitropyrazol-1-yl)-1-phenylpropan-1-one
• 化学式: C₂₀H₁₈ClN₃O₃
• 分子量: 383.834
• InChiKey: UHEBRRBMIYPAQV-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  80.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,5-二甲基-4-硝基吡唑 、 2-(2-chlorophenyl)-1-phenylprop-2-en-1-one 在 盐酸 、 (2S)-N-[2,6-di(propan-2-yl)phenyl]-1-[3-[(2S)-2-[[2,6-di(propan-2-yl)phenyl]carbamoyl]-1-oxidopiperidin-1-ium-1-yl]propyl]-1-oxidopiperidin-1-ium-2-carboxamide 、 scandium(III) chloride hexahydrate 作用下， 以 氯仿 为溶剂， 反应 17.0h， 以99%的产率得到(S)-2-(2-chlorophenyl)-3-(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)-1-phenylpropan-1-one
  参考文献：
  名称：

  吡唑与α-取代的乙烯基酮之间通过Aza-Michael反应对映选择性质子化

  摘要：

  AbstractAn enantioselective protonation by means of chiral scandium complex‐catalyzed aza‐Michael reaction was realized. A series of α‐aryl‐substituted vinyl ketones reacted with pyrazoles smoothly, affording the corresponding enantiomerically enriched pyrazole derivatives with excellent results (up to 99% yield, 94% ee). Water and hydrogen chloride were found to accelerate the protonation process.magnified image

  DOI：

  10.1002/adsc.201400616

文献信息

• Enantioselective Protonation by Aza-Michael Reaction between Pyrazoles and α-Substituted Vinyl Ketones
  作者：Jianlin Zhang、Yulong Zhang、Xiaohua Liu、Jing Guo、Weidi Cao、Lili Lin、Xiaoming Feng

  DOI：10.1002/adsc.201400616

  日期：2014.11.24

  AbstractAn enantioselective protonation by means of chiral scandium complex‐catalyzed aza‐Michael reaction was realized. A series of α‐aryl‐substituted vinyl ketones reacted with pyrazoles smoothly, affording the corresponding enantiomerically enriched pyrazole derivatives with excellent results (up to 99% yield, 94% ee). Water and hydrogen chloride were found to accelerate the protonation process.magnified image