3-(5-Methoxy-1,1,4-trimethyl-1,6,7,8-tetrahydro-as-indacen-2-yl)-propionic acid | 120666-85-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 3-(5-Methoxy-1,1,4-trimethyl-1,6,7,8-tetrahydro-as-indacen-2-yl)-propionic acid
• CAS: 120666-85-5
• 化学式: C₁₉H₂₄O₃
• 分子量: 300.398
• InChiKey: NETUQMNFMGUKTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  (1aS,9aS)-3-Methoxy-1,1,2-trimethyl-1,1a,4,5,6,8,9,9a-octahydro-cyclopropa[3,4]cyclohepta[1,2-e]inden-7-one 在 jones reagent 作用下， 以 丙酮 、 苯 为溶剂， 反应 6.0h， 生成 3-(5-Methoxy-1,1,4-trimethyl-1,6,7,8-tetrahydro-as-indacen-2-yl)-propionic acid
  参考文献：
  名称：

  General Photoisomerization Approach to trans-Benzobicyclo[5.1.0]octenes: Synthetic and Mechanistic Studies

  摘要：

  The preparation and photoisomerization of cis-bicyclo[5.1.0]octenes (+)-3, 16, and 21-23 are described. For the benzannulated substrates, the primary photochemical events established photostationary states between the cis isomers and the trans-fused cyclopropanes (+)-9, 32, 37, and 44. Studies employing enantioenriched 21, 32, and 44 demonstrated that the reactions occurred primarily but not exclusively via cleavage of the peripheral benzylic cyclopropane bonds. Utilization of the triplet quencher piperylene revealed a predominance of triplet diradical intermediates in the trans-to-cis conversions and afforded an improved protocol for preparative isomerizations.

  DOI：

  10.1021/jo00101a025