2-(4-Methoxyphenyl)-2-oxoethyl adamantane-1-carboxylate | 502862-75-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-Methoxyphenyl)-2-oxoethyl adamantane-1-carboxylate
• 英文别名: [2-(4-methoxyphenyl)-2-oxoethyl] adamantane-1-carboxylate
• CAS: 502862-75-1
• 化学式: C₂₀H₂₄O₄
• 分子量: 328.408
• InChiKey: ZMONPEZGOZMINI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  、 2-(4-Methoxyphenyl)-2-oxoethyl adamantane-1-carboxylate 以 氘代二甲亚砜 、 重水 为溶剂， 生成 C₂₀H₂₄O₄*2C₉₆H₆₄O₃₂
  参考文献：
  名称：

  Release of Guests from Encapsulated Masked Hydrophobic Precursors by a Phototrigger

  摘要：

  Examples of release of organic acids from encapsulated p-methoxyphenacyl esters provided here demonstrate the value of a phototrigger strategy to release chemicals of interest in water from hydrophobic precursors. In this study, a photochemical beta-cleavage process centered on the p-methoxyphenacyl group is exploited to release the acid of interest from a water-soluble capsule made up of octa acid.

  DOI：

  10.1021/ol4019024
• 作为产物：
  描述：

  1-金刚烷甲酸 、 alpha-溴-4-甲氧基苯乙酮 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 苯 为溶剂， 反应 15.0h， 生成 2-(4-Methoxyphenyl)-2-oxoethyl adamantane-1-carboxylate
  参考文献：
  名称：

  Release of Guests from Encapsulated Masked Hydrophobic Precursors by a Phototrigger

  摘要：

  Examples of release of organic acids from encapsulated p-methoxyphenacyl esters provided here demonstrate the value of a phototrigger strategy to release chemicals of interest in water from hydrophobic precursors. In this study, a photochemical beta-cleavage process centered on the p-methoxyphenacyl group is exploited to release the acid of interest from a water-soluble capsule made up of octa acid.

  DOI：

  10.1021/ol4019024

文献信息

• Photorelease of Incarcerated Guests in Aqueous Solution with Phenacyl Esters as the Trigger
  作者：Pradeepkumar Jagadesan、José P. Da Silva、Richard S. Givens、V. Ramamurthy

  DOI：10.1021/acs.orglett.5b00252

  日期：2015.3.6

  We report the clean, efficient photorelease of a series of carboxylic acids embedded in octa acid (OA) host and protected by a p-hydroxyphenacyl cage. A key role is played by the cage by providing hydrophobicity for entry into the OA enclosure and yet readily removable as a photoactivated protecting group for release from the host. The rapid photo-Favorskii rearrangement of the departing chromophore

  我们报告了嵌入在八酸（OA）主机中并受对羟基苯甲酰基笼保护的一系列羧酸的清洁，有效的光释放。笼子起着关键作用，它提供疏水性以进入OA外壳，并且很容易作为光活化保护基团移出并从宿主中释放出来。离去的生色团的快速光-Favorskii重排不会与宿主OA反应，但会减少OA含量的疏水性，从而使其易于释放到溶剂中。