N-cyclohexyl-N'-[(1R,3S)-3-[[[(cyclohexylamino)thioxomethyl]amino]methyl]-3,5,5-trimethylcyclohexyl]thiourea

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫脲类
• 英文名称: N-cyclohexyl-N'-[(1R,3S)-3-[[[(cyclohexylamino)thioxomethyl]amino]methyl]-3,5,5-trimethylcyclohexyl]thiourea
• 英文别名: 1-cyclohexyl-3-[(1R,3S)-3-[(cyclohexylcarbamothioylamino)methyl]-3,5,5-trimethylcyclohexyl]thiourea
• 化学式: C₂₄H₄₄N₄S₂
• 分子量: 452.772
• InChiKey: WHXYJXZQDJDFKK-HYBUGGRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  112
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-aminomethyl-3,5,5-trimethylcyclohexylamine 、 环己基异硫氰酸脂 以 四氢呋喃 为溶剂， 以65%的产率得到N-cyclohexyl-N'-[(1R,3S)-3-[[[(cyclohexylamino)thioxomethyl]amino]methyl]-3,5,5-trimethylcyclohexyl]thiourea
  参考文献：
  名称：

  Asymmetric Morita−Baylis−Hillman Reaction Catalyzed by Isophoronediamine-Derived Bis(thio)urea Organocatalysts

  摘要：

  New and improved bis(thio) urea catalysts were synthesized from isophoronediamine (IPDA) and tested in the Morita-Baylis-Hillman reaction. The best results were achieved in the reaction of 2-cyclohexen-1-one with cyclohexanecarbaldehyde, using the catalyst depicted above, in combination with a novel base (N,N,N',N'-tetramethylisophoronediamine, TMIPDA) in toluene. The desired Morita-Baylis-Hillman product was obtained in 75% yield and 96% ee.

  DOI：

  10.1021/ol061298m