5-hexyl-2-methyl-2-vinyl-tetrahydrofuran

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢呋喃
• 英文名称: 5-hexyl-2-methyl-2-vinyl-tetrahydrofuran
• 英文别名: 2-ethenyl-5-hexyl-2-methyloxolane
• 化学式: C₁₃H₂₄O
• 分子量: 196.333
• InChiKey: UVPJXNFRHKMBQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  14.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  (E)-6-acetoxy-4-methyl-4-hexenal 、 己基溴化镁 以 乙醚 为溶剂， 反应 4.0h， 以62%的产率得到5-hexyl-2-methyl-2-vinyl-tetrahydrofuran
  参考文献：
  名称：

  Synthesis of new 6-alkylvinyl/arylalkylvinyl substituted 1,2,4-trioxanes active against multidrug-resistant malaria in mice

  摘要：

  3-Alkyl/arylalkyl substituted 2-butenols 9, 10, 23a-d undergo regiospecific photooxygenation to furnish beta-hydroxyhydroperoxides 11, 12, 24-a-d, respectively, in reasonable yields. Acid catalyzed condensation of 11, 12, 24a-d with various ketones furnish new 1,2,4-trioxanes 13-18, 25a-d, 26a-d, 27a-d in good yields. Several of these trioxanes show promising antimalarial activity against multidrug-resistant Plasmodium yoelii in mice by oral and intramuscular routes. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.08.005

文献信息

• Synthesis of new 6-alkylvinyl/arylalkylvinyl substituted 1,2,4-trioxanes active against multidrug-resistant malaria in mice
  作者：Chandan Singh、Nitin Gupta、Sunil K. Puri

  DOI：10.1016/j.bmc.2004.08.005

  日期：2004.11

  3-Alkyl/arylalkyl substituted 2-butenols 9, 10, 23a-d undergo regiospecific photooxygenation to furnish beta-hydroxyhydroperoxides 11, 12, 24-a-d, respectively, in reasonable yields. Acid catalyzed condensation of 11, 12, 24a-d with various ketones furnish new 1,2,4-trioxanes 13-18, 25a-d, 26a-d, 27a-d in good yields. Several of these trioxanes show promising antimalarial activity against multidrug-resistant Plasmodium yoelii in mice by oral and intramuscular routes. (C) 2004 Elsevier Ltd. All rights reserved.