1-(4-methoxyphenyl)-7a,8a-dihydro-7H-phenaleno[1,2-b]oxiren-7-one | 159853-35-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(4-methoxyphenyl)-7a,8a-dihydro-7H-phenaleno[1,2-b]oxiren-7-one
• CAS: 159853-35-7
• 化学式: C₂₀H₁₄O₃
• 分子量: 302.329
• InChiKey: USPFFADEZIIFRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  38.83
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-7a,8a-dihydro-7H-phenaleno[1,2-b]oxiren-7-one 在 三溴化硼 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.25h， 生成 2-羟基-4-(4-羟基苯基)-1H-萘嵌苯-1-酮
  参考文献：
  名称：

  Phenalenone-type phytoalexins from Musa acuminata synthesis of 4-phenyl-phenalenones

  摘要：

  Two new 4-phenyl-phenalenone-type phytoalexins (2, 3) have been isolated from rhizomes of Musa acuminata infected with the fungus Fusarium oxysporum. The structures of the new phytoalexins were elucidated on the basis of spectroscopic evidence, chemical correlation and synthesis from commercial phenalen-1-one. The chemical shift for all of the hydrogen and carbon atoms in the substances were unambiguously established by mono- and bidimensional, homo- and heteronuclear NMR experiments (H-1 NMR, C-13 NMR COSY, HMQC and HMBC). In preliminary ''in vitro'' assays, the new phytoalexins have shown inhibitory activity on the growth of the germinative tube of Fusarium oxysporum f. sp. cubense race 4.

  DOI：

  10.1016/s0040-4020(01)85707-0
• 作为产物：
  描述：

  9-(4-methoxyphenyl)-1H-phenalen-1-one 在 叔丁基过氧化氢 、 jones reagent 、 苄基三甲基氢氧化铵 、 二异丁基氢化铝 作用下， 以 苯 为溶剂， 反应 4.25h， 生成 1-(4-methoxyphenyl)-7a,8a-dihydro-7H-phenaleno[1,2-b]oxiren-7-one
  参考文献：
  名称：

  Phenalenone-type phytoalexins from Musa acuminata synthesis of 4-phenyl-phenalenones

  摘要：

  Two new 4-phenyl-phenalenone-type phytoalexins (2, 3) have been isolated from rhizomes of Musa acuminata infected with the fungus Fusarium oxysporum. The structures of the new phytoalexins were elucidated on the basis of spectroscopic evidence, chemical correlation and synthesis from commercial phenalen-1-one. The chemical shift for all of the hydrogen and carbon atoms in the substances were unambiguously established by mono- and bidimensional, homo- and heteronuclear NMR experiments (H-1 NMR, C-13 NMR COSY, HMQC and HMBC). In preliminary ''in vitro'' assays, the new phytoalexins have shown inhibitory activity on the growth of the germinative tube of Fusarium oxysporum f. sp. cubense race 4.

  DOI：

  10.1016/s0040-4020(01)85707-0