6-acetyl-7-oxo-octanoic acid methyl ester | 887499-25-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-acetyl-7-oxo-octanoic acid methyl ester
• 英文别名: methyl 6-acetyl-7-oxooctanoate
• CAS: 887499-25-4
• 化学式: C₁₁H₁₈O₄
• 分子量: 214.262
• InChiKey: WGXDEHCQEXNLNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-acetyl-7-oxo-octanoic acid methyl ester 在 溴 、 溶剂黄146 、 sodium nitrite 作用下， 以 乙醚 、 水 为溶剂， 反应 14.0h， 生成 dibenzyl 3,3'-bis(4-methoxycarbonylbutyl)-4,4'-dimethylpyrromethane-5,5'-dicarboxylate
  参考文献：
  名称：

  Studies in Chlorin Chemistry. 3. A Practical Synthesis of C,D-Ring Symmetric Chlorins of Potential Utility in Photodynamic Therapy

  摘要：

  C,D-ring symmetric chlorins 8 were prepared in 47-85% yield, on scales up to several hundred milligrams, by condensation of appropriately substituted bis-formyldihydrodipyrrins 6 and dipyrromethane biscarboxylic acids 7 in 5% TFA/CH2Cl2 (25 examples). Target chlorins were chosen to systematically probe the effect of lipophilic and hydrophilic substituents on tissue partitioning and cellular membrane penetration in photodynamic therapy (PDT).

  DOI：

  10.1021/jo060041z
• 作为产物：
  描述：

  5-碘戊酸甲酯 、 乙酰丙酮 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 生成 6-acetyl-7-oxo-octanoic acid methyl ester
  参考文献：
  名称：

  Studies in Chlorin Chemistry. 3. A Practical Synthesis of C,D-Ring Symmetric Chlorins of Potential Utility in Photodynamic Therapy

  摘要：

  C,D-ring symmetric chlorins 8 were prepared in 47-85% yield, on scales up to several hundred milligrams, by condensation of appropriately substituted bis-formyldihydrodipyrrins 6 and dipyrromethane biscarboxylic acids 7 in 5% TFA/CH2Cl2 (25 examples). Target chlorins were chosen to systematically probe the effect of lipophilic and hydrophilic substituents on tissue partitioning and cellular membrane penetration in photodynamic therapy (PDT).

  DOI：

  10.1021/jo060041z