(E,1S,2S)-1-(dibenzylamino)-1,4-diphenylbut-3-en-2-ol | 198635-41-5

• 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: (E,1S,2S)-1-(dibenzylamino)-1,4-diphenylbut-3-en-2-ol
• CAS: 198635-41-5
• 化学式: C₃₀H₂₉NO
• 分子量: 419.566
• InChiKey: GKJMCEYNRUMROR-SQJYCXMMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E,1S,2S)-1-(dibenzylamino)-1,4-diphenylbut-3-en-2-ol 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 生成 Benzyl-((1S,2S)-2-hydroxy-1,4-diphenyl-butyl)-carbamic acid benzyl ester
  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 、 L-Selectride 、 potassium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium chloride 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 (E,1S,2S)-1-(dibenzylamino)-1,4-diphenylbut-3-en-2-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

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.