Methanesulfonic acid 1-(5,5-dimethyl-4,6-dioxa-spiro[2.5]oct-7-yl)-cyclopropyl ester | 868630-87-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methanesulfonic acid 1-(5,5-dimethyl-4,6-dioxa-spiro[2.5]oct-7-yl)-cyclopropyl ester
• 英文别名: [1-(5,5-dimethyl-4,6-dioxaspiro[2.5]octan-7-yl)cyclopropyl] methanesulfonate
• CAS: 868630-87-9
• 化学式: C₁₂H₂₀O₅S
• 分子量: 276.354
• InChiKey: WSFDVMDKVGDBQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid 1-(5,5-dimethyl-4,6-dioxa-spiro[2.5]oct-7-yl)-cyclopropyl ester 在 magnesium bromide 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 5.0h， 以77%的产率得到7-(1-Bromomethyl-vinyl)-5,5-dimethyl-4,6-dioxa-spiro[2.5]octane
  参考文献：
  名称：

  Differentiation between the ethoxycarbonyl groups in diethyl malate via their titanium-catalyzed reductive cyclopropanation with ethylmagnesium bromide and subsequent site-selective three-carbon ring cleavage

  摘要：

  Ethoxycarbonyl groups in O-THP protected racemic diethyl malate I were differentiated by their reductive cyclopropanation with ethylmagnesium bromide in the presence of titanium(IV) isopropoxide and subsequent site-selective C1-C2, C2-C3 or both C1-C2 and C1-C3 ring cleavage of the cyclopropyl groups of the resulting bis-cyclopropanol 2. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.076
• 作为产物：
  描述：

  1-[2-Hydroxy-2-(1-hydroxycyclopropyl)ethyl]cyclopropan-1-ol 在 copper(II) sulfate 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 Methanesulfonic acid 1-(5,5-dimethyl-4,6-dioxa-spiro[2.5]oct-7-yl)-cyclopropyl ester
  参考文献：
  名称：

  Differentiation between the ethoxycarbonyl groups in diethyl malate via their titanium-catalyzed reductive cyclopropanation with ethylmagnesium bromide and subsequent site-selective three-carbon ring cleavage

  摘要：

  Ethoxycarbonyl groups in O-THP protected racemic diethyl malate I were differentiated by their reductive cyclopropanation with ethylmagnesium bromide in the presence of titanium(IV) isopropoxide and subsequent site-selective C1-C2, C2-C3 or both C1-C2 and C1-C3 ring cleavage of the cyclopropyl groups of the resulting bis-cyclopropanol 2. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.076