(E,4S)-4-(dibenzylamino)-1-[4-(trifluoromethyl)phenyl]pent-1-en-3-one | 198635-26-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E,4S)-4-(dibenzylamino)-1-[4-(trifluoromethyl)phenyl]pent-1-en-3-one
• CAS: 198635-26-6
• 化学式: C₂₆H₂₄F₃NO
• 分子量: 423.478
• InChiKey: IXDZIQOQNNFONQ-QMEWPPBRSA-N

物化性质

• 沸点：
  493.5±45.0 °C(predicted)
• 密度：
  1.189±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E,4S)-4-(dibenzylamino)-1-[4-(trifluoromethyl)phenyl]pent-1-en-3-one 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到(E,3S,4S)-4-(dibenzylamino)-1-[4-(trifluoromethyl)phenyl]pent-1-en-3-ol
  参考文献：
  名称：

  Stereoselective synthesis of β-amino alcohols: diastereoselective reduction of chiral α′-amino enones derived from amino acids

  摘要：

  alpha-Amino acids are doubly benzylated at nitrogen to give N,N-dibenzyl amino adds, which can readily be converted to alpha'-amino enones 3. The alpha'-amino enones are very resistant to racemization, and undergo highly diastereoselective reduction to afford chiral amino alcohols upon treatment with L-Selectride under non-chelation control. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00374-1
• 作为产物：
  描述：

  L-丙氨酸,N,N-二(苯基甲基)-,苯基甲基酯 在 正丁基锂 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium chloride 作用下， 以 乙腈 为溶剂， 生成 (E,4S)-4-(dibenzylamino)-1-[4-(trifluoromethyl)phenyl]pent-1-en-3-one
  参考文献：
  名称：

  Stereoselective synthesis of β-amino alcohols: diastereoselective reduction of chiral α′-amino enones derived from amino acids

  摘要：

  alpha-Amino acids are doubly benzylated at nitrogen to give N,N-dibenzyl amino adds, which can readily be converted to alpha'-amino enones 3. The alpha'-amino enones are very resistant to racemization, and undergo highly diastereoselective reduction to afford chiral amino alcohols upon treatment with L-Selectride under non-chelation control. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00374-1

文献信息

• Stereoselective synthesis of β-amino alcohols: diastereoselective reduction of chiral α′-amino enones derived from amino acids
  作者：Sung-Kee Chung、Dong-Ho Kang

  DOI：10.1016/s0957-4166(97)00374-1

  日期：1997.9

  alpha-Amino acids are doubly benzylated at nitrogen to give N,N-dibenzyl amino adds, which can readily be converted to alpha'-amino enones 3. The alpha'-amino enones are very resistant to racemization, and undergo highly diastereoselective reduction to afford chiral amino alcohols upon treatment with L-Selectride under non-chelation control. (C) 1997 Elsevier Science Ltd.