dibenzyl 3,3'-bis(10-methoxycarbonyldecyl)-4,4'-dimethylpyrromethane-5,5'-dicarboxylate | 887499-29-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dibenzyl 3,3'-bis(10-methoxycarbonyldecyl)-4,4'-dimethylpyrromethane-5,5'-dicarboxylate
• CAS: 887499-29-8
• 化学式: C₅₁H₇₀N₂O₈
• 分子量: 839.125
• InChiKey: QYLGFHZYIQTLIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.72
• 重原子数：
  61.0
• 可旋转键数：
  30.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  136.78
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  dibenzyl 3,3'-bis(10-methoxycarbonyldecyl)-4,4'-dimethylpyrromethane-5,5'-dicarboxylate 在 palladium on activated charcoal 氢气 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 30.0h， 生成 11-[18-(10-methoxycarbonyl-decyl)-3,7,8,13,13,17-hexamethyl-10-pentyl-12,13,22,24-tetrahydro-porphin-2-yl]-undecanoic 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
• 作为产物：
  描述：

  4-methoxycarbonyldecyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid benzyl ester 在 溴 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 2.0h， 以56%的产率得到dibenzyl 3,3'-bis(10-methoxycarbonyldecyl)-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