4-(3-(phenylthio)propyl)-6,7-dihydro-1H-cyclopenta[c]pyridine-1,5(2H)-dione | 1192046-60-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-(3-(phenylthio)propyl)-6,7-dihydro-1H-cyclopenta[c]pyridine-1,5(2H)-dione
• 英文别名: 4-(3-phenylsulfanylpropyl)-6,7-dihydro-2H-cyclopenta[c]pyridine-1,5-dione
• CAS: 1192046-60-8
• 化学式: C₁₇H₁₇NO₂S
• 分子量: 299.393
• InChiKey: YCRQDHJCUUTYMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3-(phenylthio)propyl)-6,7-dihydro-1H-cyclopenta[c]pyridine-1,5(2H)-dione 在 间氯过氧苯甲酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-[3-(benzenesulfinyl)propyl]-6,7-dihydro-2H-cyclopenta[c]pyridine-1,5-dione
  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
• 作为产物：
  描述：

  1-chloro-4-(3-(phenylthio)propyl)-6,7-dihydro-5H-cyclopenta[c]pyridin-5-one 在 水 、 溶剂黄146 作用下， 反应 72.0h， 以92%的产率得到4-(3-(phenylthio)propyl)-6,7-dihydro-1H-cyclopenta[c]pyridine-1,5(2H)-dione
  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.