(E,1S)-1-(dibenzylamino)-1,4-diphenylbut-3-en-2-one | 198635-32-4

• 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,1S)-1-(dibenzylamino)-1,4-diphenylbut-3-en-2-one
• CAS: 198635-32-4
• 化学式: C₃₀H₂₇NO
• 分子量: 417.55
• InChiKey: ROYBGQNWORPLLA-YOWPFKENSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E,1S)-1-(dibenzylamino)-1,4-diphenylbut-3-en-2-one 在 palladium on activated charcoal 氯化亚砜 、 氢气 、 L-Selectride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成
  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-苯甘氨酸 在 sodium hydroxide 、 正丁基锂 、 potassium carbonate 、 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,1S)-1-(dibenzylamino)-1,4-diphenylbut-3-en-2-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.