(S)-2-(1-(4-tert-butylphenyl)-3-oxo-3-phenylpropyl)malononitrile

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (S)-2-(1-(4-tert-butylphenyl)-3-oxo-3-phenylpropyl)malononitrile
• 英文别名: 2-[(1S)-1-(4-tert-butylphenyl)-3-oxo-3-phenylpropyl]propanedinitrile
• 化学式: C₂₂H₂₂N₂O
• 分子量: 330.429
• InChiKey: FKFWFOUFGAPENS-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-phenyl-3-(p-tert-butylphenyl)prop-2-en-1-one 、 丙二腈 在 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2R)-3-[tert-butyl(dimethyl)silyl]oxy-1-(dimethylamino)-1-(4-nitrophenyl)propan-2-yl]thiourea 作用下， 以 甲苯 为溶剂， 反应 192.0h， 以80%的产率得到
  参考文献：
  名称：

  Chloramphenicol base chemistry. Part 11: 1 chloramphenicol base-derived thiourea-catalyzed enantioselective Michael addition of malononitrile to α , β -unsaturated ketones

  摘要：

  The first chloramphenicol base-derived thiourea-catalyzed enantioselective Michael addition of malononitrile to alpha,beta-unsaturated ketones is reported. The Michael adducts were obtained in good to excellent yields (up to 98% yield) and enantioselectivities (up to 94% ee). This reaction has a broad substrate scope to various alpha,beta-unsaturated ketones. With this in mind, this methodology was successfully applied to the synthesis of a chiral piperidone, an advanced building block for dihydropyridinone P2X(7) receptor antagonists. (C) 2017 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2017.05.015