3-Hexadecyl-4-hydroxy-5-methyloxolan-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: 3-Hexadecyl-4-hydroxy-5-methyloxolan-2-one
• 化学式: C₂₁H₄₀O₃
• 分子量: 340.547
• InChiKey: RUZVORNWDRKUFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  24
• 可旋转键数：
  15
• 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：

  3-Hexadecyl-4-hydroxy-5-methyloxolan-2-one 在 三乙胺 、 三氟乙酸酐 作用下， 反应 20.0h， 生成 2-hexadecyl-4-methylpent-2-en-4-olide
  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：

  硬酯酸甲酯C18 、 2-((tetrahydro-2H-pyran-2-yl)oxy)propanal 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.5h， 以86%的产率得到3-Hexadecyl-4-hydroxy-5-methyloxolan-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

文献信息

• Straightforward Synthesis of Two Pairs of Enantiomeric Butenolides 3-Tetradecyl- and 3-Hexadecyl-5-methyl-2(5 H )-furanone
  作者：Bu-Bing Zeng、Tai-Shan Hu、Wei Yun、Yikang Wu、Yu-Lin Wu

  DOI：10.1080/10242430212189

  日期：2002.3

  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.