4-Hydroxy-5-methyl-3-tetradecyloxolan-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 4-Hydroxy-5-methyl-3-tetradecyloxolan-2-one
• 化学式: C₁₉H₃₆O₃
• 分子量: 312.493
• InChiKey: BEEKFGLUGMQFSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-5-methyl-3-tetradecyloxolan-2-one 在 三乙胺 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 生成 3-tetradecyl-5-methyl-2(5H)-furanone
  参考文献：
  名称：

  Straightforward Synthesis of Two Pairs of Enantiomeric Butenolides 3-Tetradecyl- and 3-Hexadecyl-5-methyl-2(5 H )-furanone

  摘要：

  Based on the synthetic method of optically active 3-alkyl-5-methyl-2(5H)-furanones from lactic acid, two pairs of chiral butenolides 3-tetradecyl- and 3-hexadecyl-5-methyl-2(5H)-furanone have been straightforwardly synthesized from methyl stearate and methyl palmitate respectively by aldol condensation with (R)- or (S)-O-tetrahydropyranyl lactal prepared from corresponding ethyl lactate and beta-elimination.

  DOI：

  10.1080/10242430212189
• 作为产物：
  描述：

  棕榈酸甲酯 、 2-((tetrahydro-2H-pyran-2-yl)oxy)propanal 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 4-Hydroxy-5-methyl-3-tetradecyloxolan-2-one
  参考文献：
  名称：

  Straightforward Synthesis of Two Pairs of Enantiomeric Butenolides 3-Tetradecyl- and 3-Hexadecyl-5-methyl-2(5 H )-furanone

  摘要：

  Based on the synthetic method of optically active 3-alkyl-5-methyl-2(5H)-furanones from lactic acid, two pairs of chiral butenolides 3-tetradecyl- and 3-hexadecyl-5-methyl-2(5H)-furanone have been straightforwardly synthesized from methyl stearate and methyl palmitate respectively by aldol condensation with (R)- or (S)-O-tetrahydropyranyl lactal prepared from corresponding ethyl lactate and beta-elimination.

  DOI：

  10.1080/10242430212189