1-(allyloxy)-4-(3-(phenylthio)propyl)-6,7-dihydro-5H-cyclopenta[c]pyridine | 1192046-95-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-(allyloxy)-4-(3-(phenylthio)propyl)-6,7-dihydro-5H-cyclopenta[c]pyridine
• 英文别名: 4-(3-phenylsulfanylpropyl)-1-prop-2-enoxy-6,7-dihydro-5H-cyclopenta[c]pyridine
• CAS: 1192046-95-9
• 化学式: C₂₀H₂₃NOS
• 分子量: 325.475
• InChiKey: IEACPQUFSQAVQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  47.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-chloro-4-(3-(phenylthio)propyl)-6,7-dihydro-5H-cyclopenta[c]pyridine 、 烯丙醇 在 18-冠醚-6 、 potassium hydroxide 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以84%的产率得到1-(allyloxy)-4-(3-(phenylthio)propyl)-6,7-dihydro-5H-cyclopenta[c]pyridine
  参考文献：
  名称：

  Synthesis of the Louisianin Alkaloid Family via a 1,2,4-Triazine Inverse-Electron-Demand Diels−Alder Approach

  摘要：

  Isolated in 1995, the four members of the louisianin family (A, B, C and D) are simple pyridine and 2-pyridone alkaloids that display both antibacterial and anticancer activity. Herein we describe the synthesis of all four members of the louisianin family, from I conveniently prepared 1,2,4-triazine and via I common tetrasubstituted pyridine intermediate. This study includes the synthesis of louisianin B in both racemic form and is the (-)-enantiomer.

  DOI：

  10.1021/jo901761r

文献信息

• Synthesis of the Louisianin Alkaloid Family via a 1,2,4-Triazine Inverse-Electron-Demand Diels−Alder Approach
  作者：Nicola Catozzi、Michael G. Edwards、Steven A. Raw、Pierre Wasnaire、Richard J. K. Taylor

  DOI：10.1021/jo901761r

  日期：2009.11.6

  Isolated in 1995, the four members of the louisianin family (A, B, C and D) are simple pyridine and 2-pyridone alkaloids that display both antibacterial and anticancer activity. Herein we describe the synthesis of all four members of the louisianin family, from I conveniently prepared 1,2,4-triazine and via I common tetrasubstituted pyridine intermediate. This study includes the synthesis of louisianin B in both racemic form and is the (-)-enantiomer.