methyl 3-benzoyl-18α-glycyrrhetinate | 650140-36-6

• 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: methyl 3-benzoyl-18α-glycyrrhetinate
• CAS: 650140-36-6
• 化学式: C₃₈H₅₂O₅
• 分子量: 588.828
• InChiKey: PAYQLPQMTUNGSB-RWHWYUJBSA-N

物化性质

• 熔点：
  263-268 °C(Solv: acetone (67-64-1))
• 沸点：
  635.6±55.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.37
• 重原子数：
  43.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 3-benzoyl-18α-glycyrrhetinate 在 sodium hydroxide 、 chromium trioxide-pyridine complex 作用下， 以 乙醚 、 二氯甲烷 、 水 、 乙二醇 、 异丙醇 为溶剂， 反应 3.0h， 生成 3,11-Dioxo-18αH-Δ¹²-oleanen-30-saeure-methylester
  参考文献：
  名称：

  摘要：

  Treatment of 18beta-glycyrrhizic acid with a methanolic solution of HCl resulted in 1:1 mixture of methyl esters of 18alpha- and 18beta-glycyrrhetinic acids. Benzoylation of the mixture led to methyl esters of 3-benzoyl-18alpha-glycyrrhetinic acid and 3-benzoyl-18beta-glycyrrhetinic acid, which were separated by chromatography on silica gel. 18alpha-Glycyrrhetinic acid was prepared by alkaline hydrolysis of methyl 3-benzoyl-18alpha-glycyrrhetinate and was further used for the syntheses of 3-keto-18alpha-glycyrrhetinic acid and methyl esters of 18alpha-glycyrrhetinic acid and 3-keto-18alpha-glycyrrhetinic acid.

  DOI：

  10.1023/a:1024961503987
• 作为产物：
  描述：

  苯甲酰氯 、 methyl 18α,b-glycyrrhetinate 在 吡啶 作用下， 反应 14.0h， 生成 methyl 3-benzoyl-18β-glycyrrhetinate 、 methyl 3-benzoyl-18α-glycyrrhetinate
  参考文献：
  名称：

  摘要：

  Treatment of 18beta-glycyrrhizic acid with a methanolic solution of HCl resulted in 1:1 mixture of methyl esters of 18alpha- and 18beta-glycyrrhetinic acids. Benzoylation of the mixture led to methyl esters of 3-benzoyl-18alpha-glycyrrhetinic acid and 3-benzoyl-18beta-glycyrrhetinic acid, which were separated by chromatography on silica gel. 18alpha-Glycyrrhetinic acid was prepared by alkaline hydrolysis of methyl 3-benzoyl-18alpha-glycyrrhetinate and was further used for the syntheses of 3-keto-18alpha-glycyrrhetinic acid and methyl esters of 18alpha-glycyrrhetinic acid and 3-keto-18alpha-glycyrrhetinic acid.

  DOI：

  10.1023/a:1024961503987