11-Methyl-6,7,15,16-tetrahydrocyclopentaphenanthrene-6,7-17-trione | 24684-44-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 11-Methyl-6,7,15,16-tetrahydrocyclopentaphenanthrene-6,7-17-trione
• 英文别名: 11-Methyl-15,16-dihydrocyclopenta[a]phenanthrene-6,7,17-trione
• CAS: 24684-44-4
• 化学式: C₁₈H₁₂O₃
• 分子量: 276.291
• InChiKey: IMBCVFCKFBEKFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  磷酸二氢6-氨基-1,2-二甲基-7-[[4-(苯氧基磺基基)苯基]偶氮]-1H-吲唑正离子 在 air 、 硫酸 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 11-Methyl-6,7,15,16-tetrahydrocyclopentaphenanthrene-6,7-17-trione
  参考文献：
  名称：

  Biomimetic iron porphyrin-catalysed oxidation of cyclopenta [a] phenanthrenones

  摘要：

  Peracid oxidation of two cyclopenta[a]phenanthrenones occurs at the chemically active K-region to yield the cis-6,7-epoxides. Biomimetic oxidation of these compounds as substrates in an iron porphyriniodosylbenzene system produces similarly high yields of these oxidation products, The steric hindrance around the periphery of the porphyrin has been increased to the extent that access of the K-region to the active iron centre is impossible. However, these steric constraints do not encourage stereoselective substrate oxidation at the more accessible terminal rings, the site of attack with the natural enzymatic system. Methoxy substitution around the porphyrin periphery produces a highly effective catalyst for these substrates. Cyclohexene oxidation is not so encouraged, suggesting a 'pocket' attractive to the cyclopenta[a]phenanthrenones.

  DOI：

  10.1039/p19950003037

文献信息

• Biomimetic iron porphyrin-catalysed oxidation of cyclopenta [a] phenanthrenones
  作者：Grahame J. Harden、Maurice M. Coombs

  DOI：10.1039/p19950003037

  日期：——

  Peracid oxidation of two cyclopenta[a]phenanthrenones occurs at the chemically active K-region to yield the cis-6,7-epoxides. Biomimetic oxidation of these compounds as substrates in an iron porphyriniodosylbenzene system produces similarly high yields of these oxidation products, The steric hindrance around the periphery of the porphyrin has been increased to the extent that access of the K-region to the active iron centre is impossible. However, these steric constraints do not encourage stereoselective substrate oxidation at the more accessible terminal rings, the site of attack with the natural enzymatic system. Methoxy substitution around the porphyrin periphery produces a highly effective catalyst for these substrates. Cyclohexene oxidation is not so encouraged, suggesting a 'pocket' attractive to the cyclopenta[a]phenanthrenones.