dehydronepetalactone | 36285-01-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: dehydronepetalactone
• 英文别名: (+/-)-nepetapyrone；5,9-Dehydronepetalacton；4,7-dimethyl-6,7-dihydro-5H-cyclopenta[c]pyran-1-one；4,7-dimethyl-6,7-dihydro-5H-cyclopenta[c]pyran-1-one
• CAS: 36285-01-5
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: JRMIDKPHJPTJMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  dehydronepetalactone 以 正己烷 为溶剂， 反应 96.0h， 以36%的产率得到(+/-)-nepetanudone
  参考文献：
  名称：

  Photochemical Synthesis of Nepetanudone

  摘要：

  Nepetanudone and nepetaparnone have been suspected of being the products of a photochemical dimerization of nepetapyrone. Both are natural products found in a variety of Nepeta species. The synthesis of (+/-)-nepetapyrone and subsequent photochemical experiments are described. (+/-)-Nepetanudone was produced upon irradiation of (+/-)-nepetapyrone, while (+/-)-nepetaparnone, a diastereomer of nepetanudone, was not observed.

  DOI：

  10.1021/np500832h
• 作为产物：
  描述：

  4,7-dimethyl-5,6,7,7a-tetrahydrocyclopenta[c]pyran-1(4aH)-one 在 甲烷磺酸 、 四磷十氧化物 、 sodium methylate 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 7.25h， 生成 dehydronepetalactone
  参考文献：
  名称：

  Photochemical Synthesis of Nepetanudone

  摘要：

  Nepetanudone and nepetaparnone have been suspected of being the products of a photochemical dimerization of nepetapyrone. Both are natural products found in a variety of Nepeta species. The synthesis of (+/-)-nepetapyrone and subsequent photochemical experiments are described. (+/-)-Nepetanudone was produced upon irradiation of (+/-)-nepetapyrone, while (+/-)-nepetaparnone, a diastereomer of nepetanudone, was not observed.

  DOI：

  10.1021/np500832h

文献信息

• Photochemical Synthesis of Nepetanudone
  作者：Swapna Jayan、Paul B. Jones

  DOI：10.1021/np500832h

  日期：2015.6.26

  Nepetanudone and nepetaparnone have been suspected of being the products of a photochemical dimerization of nepetapyrone. Both are natural products found in a variety of Nepeta species. The synthesis of (+/-)-nepetapyrone and subsequent photochemical experiments are described. (+/-)-Nepetanudone was produced upon irradiation of (+/-)-nepetapyrone, while (+/-)-nepetaparnone, a diastereomer of nepetanudone, was not observed.