ethyl (4R,5R)-4-(2-methoxy-2-oxoethyl)-6-oxo-1-azabicyclo[3.3.1]nonane-5-carboxylate | 1380817-98-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: ethyl (4R,5R)-4-(2-methoxy-2-oxoethyl)-6-oxo-1-azabicyclo[3.3.1]nonane-5-carboxylate
• CAS: 1380817-98-0
• 化学式: C₁₄H₂₁NO₅
• 分子量: 283.324
• InChiKey: WDMAABUPBXRWDW-YGRLFVJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl (E)-4-hydroxy-1-(5-methoxy-5-oxopent-2-en-1-yl)-1,2,5,6-tetrahydropyridine-3-carboxylate 在 哌啶 、 (S)-5-(吡咯烷-2-基)-1H-四唑 作用下， 以 氯仿 为溶剂， 反应 240.0h， 生成 ethyl (4R,5R)-4-(2-methoxy-2-oxoethyl)-6-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

文献信息

• Amine-mediated tandem conjugative isomerization-bridging Michael addition: concise synthesis of 1-azabicyclo[3.3.1]nonanes
  作者：Anh Ngoc Ngo、Khadija El Kassimi、Zacharias Amara、Emmanuelle Drège、Delphine Joseph

  DOI：10.1016/j.tetlet.2012.04.069

  日期：2012.6

  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.