(R)-4-nitro-1-(4-nitrophenyl)-3-phenylbutan-1-one | 1334174-66-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (R)-4-nitro-1-(4-nitrophenyl)-3-phenylbutan-1-one
• CAS: 1334174-66-1
• 化学式: C₁₆H₁₄N₂O₅
• 分子量: 314.298
• InChiKey: GJSCOQOPLPKQGJ-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  103.35
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  β-硝基苯乙烯 、 (R)-4-nitro-1-(4-nitrophenyl)-3-phenylbutan-1-one 在 C₂₉H₂₈F₆N₄OS 作用下， 以 甲苯 为溶剂， 反应 64.0h， 生成 、 (1R,2R,3S,4S,5R)-2,4-dinitro-1-(4-nitrophenyl)-3,5-diphenylcyclohexanol
  参考文献：
  名称：

  Double Diastereocontrol in Bifunctional Thiourea Organocatalysis: Iterative Michael–Michael–Henry Sequence Regulated by the Configuration of Chiral Catalysts

  摘要：

  The importance and reactivity consequences of the double diastereocontrol in noncovalent bifunctional organocatalysis were studied. The results suggest that the bifunctional thioureas can have synthetic limitations in multicomponent domino or autotandem catalysis. Nevertheless, we provided a means to exploit this behavior and used the configuration of the chiral catalyst as a control element in organo-sequential reactions.

  DOI：

  10.1021/ol201559j
• 作为产物：
  描述：

  反式硝基苯乙烯 、 对硝基苯乙酮 在 藜芦酸 、 (1S,2S)-BOC-1,2-环己二胺 作用下， 以 氯仿 为溶剂， 反应 120.0h， 以75%的产率得到
  参考文献：
  名称：

  Enantioselective addition of aryl ketones and acetone to nitroalkenes organocatalyzed by carbamate-monoprotected cyclohexa-1,2-diamines

  摘要：

  Enantiomerically pure carbamate-monoprotected trans-cyclohexane-1,2-diamines are used as chiral organocatalysts for the addition of aryl ketones and acetone to nitroalkenes to give enantioenriched beta-substituted gamma-nitroketones. The reaction was performed in the presence of 3,4-dimethoxybenzoic acid as an additive, in chloroform as the solvent at room temperature, achieving enantioselectivities up to 96%. Theoretical calculations are used to justify the observed sense of the stereoinduction. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2015.07.011