7-Oxobicyclo[3.3.1]nonane-3-carboxylic acid | 1000622-44-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-Oxobicyclo[3.3.1]nonane-3-carboxylic acid
• CAS: 1000622-44-5
• 化学式: C₁₀H₁₄O₃
• mdl: MFCD09035606
• 分子量: 182.219
• InChiKey: DESICXXXLWJYFR-UHFFFAOYSA-N

物化性质

• 沸点：
  356.2±35.0 °C(Predicted)
• 密度：
  1.219±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  adamantanediol 在 双氧水 作用下， 生成 7-Oxobicyclo[3.3.1]nonane-3-carboxylic acid 、 4-oxo-3-oxabicyclo[4.3.1]decane-8-carboxylic acid
  参考文献：
  名称：

  Phosphates of bridgehead alcohols as putative inositol monophosphatase inhibitors: molecular design and synthetic approach

  摘要：

  To enhance the lipophilicity of D-3,5,6-trideoxyinositol monophosphate, the IMPase inhibitor, its bridgehead analogues were suggested on the basis of molecular modeling. Adamantane-1,2- and 1,4-diols were converted into their 1-phosphates via the step of benzylic protection of the secondary hydroxy groups; the Baeyer-Villiger oxidation of 1-hydroxyadamantan-2-one occurred to initially cleave C(1)-C(2) bond.

  DOI：

  10.1016/j.mencom.2011.09.003

文献信息

• Phosphates of bridgehead alcohols as putative inositol monophosphatase inhibitors: molecular design and synthetic approach
  作者：Olga N. Zefirova、Ivan S. Raguzin、Vladimir V. Gogol、Evgeniya V. Nurieva、Maxim S. Belenikin

  DOI：10.1016/j.mencom.2011.09.003

  日期：2011.9

  To enhance the lipophilicity of D-3,5,6-trideoxyinositol monophosphate, the IMPase inhibitor, its bridgehead analogues were suggested on the basis of molecular modeling. Adamantane-1,2- and 1,4-diols were converted into their 1-phosphates via the step of benzylic protection of the secondary hydroxy groups; the Baeyer-Villiger oxidation of 1-hydroxyadamantan-2-one occurred to initially cleave C(1)-C(2) bond.