2-(7-oxa-bicyclo[4.1.0]hept-1-yl)butan-1-ol | 936363-59-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: 2-(7-oxa-bicyclo[4.1.0]hept-1-yl)butan-1-ol
• 英文别名: 2-(7-Oxabicyclo[4.1.0]heptan-1-yl)butan-1-ol
• CAS: 936363-59-6
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: IGRUPDJGYFPCCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(7-oxa-bicyclo[4.1.0]hept-1-yl)butan-1-ol 在 氢氧化钾 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 2.0h， 生成 3β-ethyl-7aαH-hexahydro-1-benzofuran-3aα-ol 、 3α-ethyl-7aαH-hexahydro-1-benzofuran-3aα-ol
  参考文献：
  名称：

  Bicyclic β-Hydroxytetrahydrofurans as Precursors of Medium Ring Keto-Lactones

  摘要：

  The reaction of a series of cis-fused bicyclic beta-hydroxytetrahydrofurans with ruthenium tetraoxide, generated in situ from ruthenium trichloride and sodium periodate, afforded 9- and 10-membered keto-lactones in moderate to good yields, in a clean and straightforward fashion. The starting beta-hydroxyethers were obtained from the corresponding 3-alkenols by two alternative procedures, depending on their pattern of substitution: (a) epoxidation by dimethyldioxirane, followed by base-catalyzed cyclization of the resulting epoxyalcohol, and (b) thallium trinitrate-mediated cyclization of the 3-alkenols, a method already described by our group.

  DOI：

  10.1021/jo0626109
• 作为产物：
  描述：

  alpha-乙基-1-羟基环己烷乙酸乙酯 在 吡啶 、 lithium aluminium tetrahydride 、 氯化亚砜 、 Oxone 、 碳酸氢钠 作用下， 以 四氢呋喃 、 乙醚 、 水 、 丙酮 为溶剂， 反应 0.33h， 生成 2-(7-oxa-bicyclo[4.1.0]hept-1-yl)butan-1-ol
  参考文献：
  名称：

  Bicyclic β-Hydroxytetrahydrofurans as Precursors of Medium Ring Keto-Lactones

  摘要：

  The reaction of a series of cis-fused bicyclic beta-hydroxytetrahydrofurans with ruthenium tetraoxide, generated in situ from ruthenium trichloride and sodium periodate, afforded 9- and 10-membered keto-lactones in moderate to good yields, in a clean and straightforward fashion. The starting beta-hydroxyethers were obtained from the corresponding 3-alkenols by two alternative procedures, depending on their pattern of substitution: (a) epoxidation by dimethyldioxirane, followed by base-catalyzed cyclization of the resulting epoxyalcohol, and (b) thallium trinitrate-mediated cyclization of the 3-alkenols, a method already described by our group.

  DOI：

  10.1021/jo0626109

文献信息

• Bicyclic β-Hydroxytetrahydrofurans as Precursors of Medium Ring Keto-Lactones
  作者：Helena M. C. Ferraz、Luiz S. Longo

  DOI：10.1021/jo0626109

  日期：2007.4.1

  The reaction of a series of cis-fused bicyclic beta-hydroxytetrahydrofurans with ruthenium tetraoxide, generated in situ from ruthenium trichloride and sodium periodate, afforded 9- and 10-membered keto-lactones in moderate to good yields, in a clean and straightforward fashion. The starting beta-hydroxyethers were obtained from the corresponding 3-alkenols by two alternative procedures, depending on their pattern of substitution: (a) epoxidation by dimethyldioxirane, followed by base-catalyzed cyclization of the resulting epoxyalcohol, and (b) thallium trinitrate-mediated cyclization of the 3-alkenols, a method already described by our group.