ethyl (S,E)-1-(5-(benzyloxy)-5-oxopent-3-en-1-yl)-4-((1-phenylethyl)amino)-1,2,5,6-tetrahydropyridine-3-carboxylate | 1380818-01-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl (S,E)-1-(5-(benzyloxy)-5-oxopent-3-en-1-yl)-4-((1-phenylethyl)amino)-1,2,5,6-tetrahydropyridine-3-carboxylate
• CAS: 1380818-01-8
• 化学式: C₂₈H₃₄N₂O₄
• 分子量: 462.589
• InChiKey: QKRWVBRHENYMOL-VROYLXGSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.55
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl (S,E)-1-(5-(benzyloxy)-5-oxopent-3-en-1-yl)-4-((1-phenylethyl)amino)-1,2,5,6-tetrahydropyridine-3-carboxylate 在 zinc(II) chloride 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、1200.02 MPa 条件下， 反应 96.0h， 生成 ethyl 6-(benzyloxycarbonylmethyl)-4-oxo-1-azabicyclo[3.3.1]nonane-5-carboxylate 、 ethyl 6-(benzyloxycarbonylmethyl)-4-oxo-1-azabicyclo[3.3.1]nonane-5-carboxylate
  参考文献：
  名称：

  Amine-mediated tandem conjugative isomerization-bridging Michael addition: concise synthesis of 1-azabicyclo[3.3.1]nonanes

  摘要：

  To reach densely functionalized 1-azabicyclo[3.3.1]nonane frameworks synthesis, a stereocontrolled bridging Michael addition involving an unexplored C-5/C-6 disconnection strategy was studied. 1-Azabicyclo[3.3.1]nonane scaffolds have been diastereoselectively elaborated in fairly good yields by two concise pathways implying pyrrolidine derivative organocatalyst or enantiopure 1-phenylethylamine. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.069
• 作为产物：
  描述：

  1-苄基-3-乙氧羰基-4-哌啶酮盐酸盐 在 Pd(OH)2/C 、 氢气 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0~150.0 ℃ 、500.01 kPa 条件下， 反应 50.0h， 生成 ethyl (S,E)-1-(5-(benzyloxy)-5-oxopent-3-en-1-yl)-4-((1-phenylethyl)amino)-1,2,5,6-tetrahydropyridine-3-carboxylate
  参考文献：
  名称：

  Amine-mediated tandem conjugative isomerization-bridging Michael addition: concise synthesis of 1-azabicyclo[3.3.1]nonanes

  摘要：

  To reach densely functionalized 1-azabicyclo[3.3.1]nonane frameworks synthesis, a stereocontrolled bridging Michael addition involving an unexplored C-5/C-6 disconnection strategy was studied. 1-Azabicyclo[3.3.1]nonane scaffolds have been diastereoselectively elaborated in fairly good yields by two concise pathways implying pyrrolidine derivative organocatalyst or enantiopure 1-phenylethylamine. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.069