3β-O-{4-[2-(6-benzyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)ethoxy]-4-oxobutanoyl}betulinic acid | 1258204-29-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3β-O-{4-[2-(6-benzyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)ethoxy]-4-oxobutanoyl}betulinic acid
• CAS: 1258204-29-3
• 化学式: C₅₆H₇₈O₈
• 分子量: 879.231
• InChiKey: LIISUYRLBBRPSQ-GQPMDGGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.64
• 重原子数：
  64.0
• 可旋转键数：
  12.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  108.36
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3β-O-{4-[2-(6-benzyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)ethoxy]-4-oxobutanoyl}betulinic acid 在 palladium on carbon 、 氢气 作用下， 以 乙醚 为溶剂， 反应 6.0h， 以67%的产率得到3β-O-{4-[2-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)ethoxy]-4-oxobutanoyl}betulinic acid
  参考文献：
  名称：

  Synthesis of triterpene acids conjugates with α-tocopherol synthetic analogs

  摘要：

  Heterodimers were synthesized of pharmacologically important alpha-tocopherol synthetic analogs with triterpene acids(betulonic, betulinic), potential polyfunctionsl drugs possessing antioxidant activity. The combination of the fragments of biologically active substances was performed through linkers (residues of succinic acid, hydrazine, glycine, tetramethylenediamine) binding the side chain of the antioxidant molecule with atoms C-3 or C-28 of the terpenoid.

  DOI：

  10.1134/s1070428010090150
• 作为产物：
  描述：

  4-[2-(6-benzyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)ethoxy]-4-oxobutanoic acid 、 白桦脂酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 反应 24.0h， 以71%的产率得到3β-O-{4-[2-(6-benzyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)ethoxy]-4-oxobutanoyl}betulinic acid
  参考文献：
  名称：

  Synthesis of triterpene acids conjugates with α-tocopherol synthetic analogs

  摘要：

  Heterodimers were synthesized of pharmacologically important alpha-tocopherol synthetic analogs with triterpene acids(betulonic, betulinic), potential polyfunctionsl drugs possessing antioxidant activity. The combination of the fragments of biologically active substances was performed through linkers (residues of succinic acid, hydrazine, glycine, tetramethylenediamine) binding the side chain of the antioxidant molecule with atoms C-3 or C-28 of the terpenoid.

  DOI：

  10.1134/s1070428010090150