methyl 9,12-epoxy,10-hydroxy-13-<5-hydroxy-3-oxapentyl-1-oxy>octadecanoate | 222727-53-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 9,12-epoxy,10-hydroxy-13-<5-hydroxy-3-oxapentyl-1-oxy>octadecanoate
• 英文别名: Methyl 8-[3-hydroxy-5-[1-[2-(2-hydroxyethoxy)ethoxy]hexyl]oxolan-2-yl]octanoate
• CAS: 222727-53-9
• 化学式: C₂₃H₄₄O₇
• 分子量: 432.598
• InChiKey: PKWPPXIPHWBQFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙酰氯 、 methyl 9,12-epoxy,10-hydroxy-13-<5-hydroxy-3-oxapentyl-1-oxy>octadecanoate 以 四氢呋喃 为溶剂， 生成 8-(3-Acetoxy-5-{1-[2-(2-acetoxy-ethoxy)-ethoxy]-hexyl}-tetrahydro-furan-2-yl)-octanoic acid methyl ester
  参考文献：
  名称：

  从花车菊属植物种子油合成含低聚乙二醇醚的四氢呋喃环

  摘要：

  AbstractA tetrahydrofuran ring containing oligoethylene glycol ethers has been synthesized from the seed oil of Vernonia anthelmintica. The seed oil was reacted with mono‐, di‐, and triethylene glycols in the presence of boron trifluoride etherate, followed by saponification and esterification (MeOH/H+). The oligoethylene glycol ethers thus obtained were epoxidized with perbenzoic acid. The 9,10‐epoxy oligoethylene glycol ethers so formed were intramolecularly cyclized in dry benzene using boron trifluoride etherate as a catalyst to yield the tetrahydrofuran ring containing oligoethylene glycol ethers; methyl 9,12‐epoxy, 10‐hydroxy‐13‐[2‐hydroxyethyl‐1‐oxy]; methyl 9,12‐epoxy,10‐hydroxy‐13‐[2‐hydroxy‐3‐oxapentyl‐1‐oxy] and methyl 9,12‐epoxy,10‐hydroxy‐13‐[8‐hydroxy‐3,6‐dioxaoctyl‐1‐oxy]octadecanoates, respectively.

  DOI：

  10.1007/s11746-999-0055-x
• 作为产物：
  描述：

  (E)-12-Hydroxy-13-[2-(2-hydroxy-ethoxy)-ethoxy]-octadec-9-enoic acid methyl ester 在 过氧化氢苯甲酰 、 三氟化硼乙醚 作用下， 以 氯仿 、 苯 为溶剂， 反应 25.0h， 生成 methyl 9,12-epoxy,10-hydroxy-13-<5-hydroxy-3-oxapentyl-1-oxy>octadecanoate
  参考文献：
  名称：

  从花车菊属植物种子油合成含低聚乙二醇醚的四氢呋喃环

  摘要：

  AbstractA tetrahydrofuran ring containing oligoethylene glycol ethers has been synthesized from the seed oil of Vernonia anthelmintica. The seed oil was reacted with mono‐, di‐, and triethylene glycols in the presence of boron trifluoride etherate, followed by saponification and esterification (MeOH/H+). The oligoethylene glycol ethers thus obtained were epoxidized with perbenzoic acid. The 9,10‐epoxy oligoethylene glycol ethers so formed were intramolecularly cyclized in dry benzene using boron trifluoride etherate as a catalyst to yield the tetrahydrofuran ring containing oligoethylene glycol ethers; methyl 9,12‐epoxy, 10‐hydroxy‐13‐[2‐hydroxyethyl‐1‐oxy]; methyl 9,12‐epoxy,10‐hydroxy‐13‐[2‐hydroxy‐3‐oxapentyl‐1‐oxy] and methyl 9,12‐epoxy,10‐hydroxy‐13‐[8‐hydroxy‐3,6‐dioxaoctyl‐1‐oxy]octadecanoates, respectively.

  DOI：

  10.1007/s11746-999-0055-x