| 719301-84-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 719301-84-5
• 化学式: C₁₆H₂₃BrO₃Si
• 分子量: 371.346
• InChiKey: BUYLDJZGYWLPHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  21.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  在 三乙基硼 、 三正丁基氢锡 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Highly diastereoselective 7-endo radical cyclization of ethyl α-methylene-γ-(bromomethyl)dimethylsiloxycarboxylates

  摘要：

  The 7-endo radical cyclization of (bromomethyl)dimethylsilyl ethers derived from ethyl gamma-hydroxy-alpha-methylenecarboxylates bearing a bulky gamma-substituent such as isopropyl, cyclohexyl, and tert-butyl groups in tetrahydrofuran gave preferentially cyclic silyl ethers bearing the ethoxycarbonyl group anti to the gamma-substituents in high yields. Treatment of the cyclic silyl ethers with silica gel gave acyclic ethyl gamma-hydroxy-alpha-[2-(hydroxydimethylsilyl)ethyl]carboxylates. The reduction of the cyclization products with DIBAL followed by Tamao oxidation gave the corresponding acyclic triols. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.188
• 作为产物：
  描述：

  溴甲基二甲基氯硅烷 、 ethyl 4-hydroxy-2-methylene-4-phenylbutanoate 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Highly diastereoselective 7-endo radical cyclization of ethyl α-methylene-γ-(bromomethyl)dimethylsiloxycarboxylates

  摘要：

  The 7-endo radical cyclization of (bromomethyl)dimethylsilyl ethers derived from ethyl gamma-hydroxy-alpha-methylenecarboxylates bearing a bulky gamma-substituent such as isopropyl, cyclohexyl, and tert-butyl groups in tetrahydrofuran gave preferentially cyclic silyl ethers bearing the ethoxycarbonyl group anti to the gamma-substituents in high yields. Treatment of the cyclic silyl ethers with silica gel gave acyclic ethyl gamma-hydroxy-alpha-[2-(hydroxydimethylsilyl)ethyl]carboxylates. The reduction of the cyclization products with DIBAL followed by Tamao oxidation gave the corresponding acyclic triols. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.188