1-(3,5-bis(trifluoromethyl)phenyl)-3-(2-(trimethylsilyl)phenyl)urea | 1263296-32-7

• 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: 1-(3,5-bis(trifluoromethyl)phenyl)-3-(2-(trimethylsilyl)phenyl)urea
• 英文别名: 1-[3,5-Bis(trifluoromethyl)phenyl]-3-(2-trimethylsilylphenyl)urea
• CAS: 1263296-32-7
• 化学式: C₁₈H₁₈F₆N₂OSi
• 分子量: 420.43
• InChiKey: ZHBKPPFLMRGALK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.91
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-trimethylsilylbenzaldehyde 在 potassium permanganate 、 叠氮磷酸二苯酯 、 三乙胺 作用下， 以 水 、 丙酮 、 甲苯 为溶剂， 反应 6.58h， 生成 1-(3,5-bis(trifluoromethyl)phenyl)-3-(2-(trimethylsilyl)phenyl)urea
  参考文献：
  名称：

  Boronate Urea Activation of Nitrocyclopropane Carboxylates

  摘要：

  Boronate ureas operate as catalysts for the activation of nitrocyclopropane carboxylates in nucleophilic ring-opening reactions. A variety of amines were found to open the urea-activated nitrocyclopropane carboxylates, generating highly useful nitro ester building blocks In good yields. Standard manipulations allow access to a wide range of valuable compounds from the ring-opened products with direct applications in bioactive target synthesis.

  DOI：

  10.1021/ol202873d

文献信息

• Internal Lewis acid assisted ureas: tunable hydrogen bond donor catalysts
  作者：David M. Nickerson、Veronica V. Angeles、Tyler J. Auvil、Sonia S. So、Anita E. Mattson

  DOI：10.1039/c2cc37073e

  日期：——

  The strategic incorporation of internal Lewis acids onto urea scaffolds gives rise to a family of tunable hydrogen bond donor catalysts. The nature of the Lewis acid and associated ligands affects the urea polarization, acidity, and activity in reactions of nitrocyclopropane carboxylates and nitrodiazoesters.

  内部路易斯酸在尿素支架上的战略性引入产生了一系列可调氢键供体催化剂。路易斯酸和相关配体的性质会影响尿素的极性，酸度以及硝基环丙烷羧酸酯和硝基二偶氮酯的反应活性。
• Internal Lewis Acid Assisted Hydrogen Bond Donor Catalysis
  作者：Sonia S. So、Julie A. Burkett、Anita E. Mattson

  DOI：10.1021/ol102899y

  日期：2011.2.18

  Boronate ureas are introduced as a new class of noncovalent catalysts for conjugate addition reactions with enhanced activity. Through intramolecular coordination of the urea functionality to a strategically placed Lewis acid, rate enhancements up to 10 times that of more conventional urea catalysts are observed. The tunable nature of boronate ureas is a particularly attractive feature and enables the rational design of catalysts for optimal performance, in terms of both activity and stereocontrol, in new bond-forming processes.