2-(1-羟基-环庚基)-丁酸乙酯 | 100545-17-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-(1-羟基-环庚基)-丁酸乙酯
• 英文名称: 2-(1-hydroxy-cycloheptyl)-butyric acid ethyl ester
• 英文别名: 2-(1-Hydroxy-cycloheptyl)-buttersaeure-aethylester；Ethyl 2-(1-hydroxycycloheptyl)butanoate
• CAS: 100545-17-3
• 化学式: C₁₃H₂₄O₃
• 分子量: 228.332
• InChiKey: NYNVJDBNMAJHDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 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：

  2-(1-羟基-环庚基)-丁酸乙酯 在 吡啶 、 氢氧化钾 、 lithium aluminium tetrahydride 、 氯化亚砜 、 Oxone 、 碳酸氢钠 作用下， 以 四氢呋喃 、 乙醚 、 水 、 二甲基亚砜 、 丙酮 为溶剂， 反应 2.3h， 生成 3β-ethyl-8aαH-octahydro-cyclohepta[b]furan-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：

  环庚酮 、 2-溴丁酸乙酯 在 碘 、 锌 作用下， 以 苯 为溶剂， 以84%的产率得到2-(1-羟基-环庚基)-丁酸乙酯
  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