6-(triisopropylsilyloxy)hexanoyl chloride | 872620-36-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-(triisopropylsilyloxy)hexanoyl chloride
• 英文别名: 6-Tri(propan-2-yl)silyloxyhexanoyl chloride
• CAS: 872620-36-5
• 化学式: C₁₅H₃₁ClO₂Si
• 分子量: 306.948
• InChiKey: OCABKGJPJRXGBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(triisopropylsilyloxy)hexanoyl chloride 在 奎宁环盐酸盐 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以344.1 mg的产率得到3-(4-Triisopropylsilanyloxy-butyl)-4-[5-triisopropylsilanyloxy-pent-(Z)-ylidene]-oxetan-2-one
  参考文献：
  名称：

  Synthesis, Structure, and Reactivity of Unexpectedly Stable Spiroepoxy-β-Lactones Obtained by Epoxidation of 4-Alkylidene-2-Oxetanones

  摘要：

  We describe the first synthesis of spiroepoxy-beta-lactones obtained via epoxidation of ketene dimers. These compounds display unexpected stability that may be due to a double anomeric effect garnered from analysis of bond lengths by X-ray crystallography of one spirocycle in comparison to calculated bond lengths of related structures. These new strained intermediates display interesting reactivity leading to a butenolide, an alpha-hydroxyketone, a triol, an alpha-chloroketone, and an alpha-azidoketone.

  DOI：

  10.1021/ja053478h
• 作为产物：
  描述：

  6-羟基己酸甲酯 在 咪唑 、 lithium hydroxide 、 草酰氯 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 58.0h， 生成 6-(triisopropylsilyloxy)hexanoyl chloride
  参考文献：
  名称：

  Synthesis, Structure, and Reactivity of Unexpectedly Stable Spiroepoxy-β-Lactones Obtained by Epoxidation of 4-Alkylidene-2-Oxetanones

  摘要：

  We describe the first synthesis of spiroepoxy-beta-lactones obtained via epoxidation of ketene dimers. These compounds display unexpected stability that may be due to a double anomeric effect garnered from analysis of bond lengths by X-ray crystallography of one spirocycle in comparison to calculated bond lengths of related structures. These new strained intermediates display interesting reactivity leading to a butenolide, an alpha-hydroxyketone, a triol, an alpha-chloroketone, and an alpha-azidoketone.

  DOI：

  10.1021/ja053478h