(Z)-5-(2-ethoxy-2-phenylvinyloxy)pentan-1-ol | 1019207-07-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-5-(2-ethoxy-2-phenylvinyloxy)pentan-1-ol
• CAS: 1019207-07-8
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: LAVNWXHDZJIHMH-SQFISAMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (Z)-5-(2-ethoxy-2-phenylvinyloxy)pentan-1-ol 、 5,10,15-triphenyl-20-p-benzoic acid porphyrin 在 4-二甲氨基吡啶 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以100%的产率得到
  参考文献：
  名称：

  Site-Specific Prodrug Release Using Visible Light

  摘要：

  Using a photosensitization-singlet oxygenation-dioxetane cleavage strategy, a photodynamic prodrug system has been developed, whereby drugs bearing carbonyl groups can first be attached to a photosensitizer to give a photosensitizer-drug complex and then released from the complex upon visible light irradiation. Visible light, which has good penetration through tissue, generates singlet oxygen via the photosensitizer, which then releases the prodrug when and where required. With this system, drug mimics and methyl esters of NSAIDs have been successfully incorporated with photosensitizers related to verteporfin and then released by visible light illumination in high to quantitative yields within minutes.

  DOI：

  10.1021/ja800140g
• 作为产物：
  描述：

  (Z)-2,2,3,3-tetramethyl-12-phenyl-4,10,13-trioxa-3-silapentadec-11-ene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以70%的产率得到(Z)-5-(2-ethoxy-2-phenylvinyloxy)pentan-1-ol
  参考文献：
  名称：

  Site-Specific Prodrug Release Using Visible Light

  摘要：

  Using a photosensitization-singlet oxygenation-dioxetane cleavage strategy, a photodynamic prodrug system has been developed, whereby drugs bearing carbonyl groups can first be attached to a photosensitizer to give a photosensitizer-drug complex and then released from the complex upon visible light irradiation. Visible light, which has good penetration through tissue, generates singlet oxygen via the photosensitizer, which then releases the prodrug when and where required. With this system, drug mimics and methyl esters of NSAIDs have been successfully incorporated with photosensitizers related to verteporfin and then released by visible light illumination in high to quantitative yields within minutes.

  DOI：

  10.1021/ja800140g