[(3R)-2-benzyl-3-(3-chlorophenyl)-4-phenyl-3H-pyrazol-1-yl]-phenylmethanone | 1448517-62-1

• 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: [(3R)-2-benzyl-3-(3-chlorophenyl)-4-phenyl-3H-pyrazol-1-yl]-phenylmethanone
• CAS: 1448517-62-1
• 化学式: C₂₉H₂₃ClN₂O
• 分子量: 450.967
• InChiKey: MOYRHNUXXQCVBA-MUUNZHRXSA-N

物化性质

• 沸点：
  587.2±60.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-氯苯甲醛 、 苯乙炔 、 N'-(苯基甲基)苯甲酰肼 在 (R)-3,3'-bis(dimethylphenylsilyl)-1,1'-binaphthyl-2,2'-dicarboxylic acid 、 copper diacetate 、 2,6-二[(4R)-4-苯基-2-恶唑啉基]吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以94%的产率得到[(3R)-2-benzyl-3-(3-chlorophenyl)-4-phenyl-3H-pyrazol-1-yl]-phenylmethanone
  参考文献：
  名称：

  Catalytic Asymmetric Three-Component 1,3-Dipolar Cycloaddition of Aldehydes, Hydrazides, and Alkynes

  摘要：

  Catalytic asymmetric 1,3-dipolar cycloadditions offer expeditious ways to afford synthetically important chiral heterocycles. Although a variety of 1,3-dipoles can be employed in this context, the use of acyclic azomethine imines as a facile means to give chiral pyrazolines and pyrazolidines remains completely unexplored. We report herein the first catalytic asymmetric 1,3-dipolar cycloaddition of terminal alkynes with acyclic azomethine imines generated in situ from the corresponding aldehydes and hydrazides, which was realized using Cu(I)/pybox and axially chiral dicarboxylic acid cocatalysts.

  DOI：

  10.1021/ja405444c

文献信息

• Catalytic Asymmetric Three-Component 1,3-Dipolar Cycloaddition of Aldehydes, Hydrazides, and Alkynes
  作者：Takuya Hashimoto、Yuka Takiguchi、Keiji Maruoka

  DOI：10.1021/ja405444c

  日期：2013.8.7

  Catalytic asymmetric 1,3-dipolar cycloadditions offer expeditious ways to afford synthetically important chiral heterocycles. Although a variety of 1,3-dipoles can be employed in this context, the use of acyclic azomethine imines as a facile means to give chiral pyrazolines and pyrazolidines remains completely unexplored. We report herein the first catalytic asymmetric 1,3-dipolar cycloaddition of terminal alkynes with acyclic azomethine imines generated in situ from the corresponding aldehydes and hydrazides, which was realized using Cu(I)/pybox and axially chiral dicarboxylic acid cocatalysts.