3-Hydroxy-6-oxiranyl-2-trimethylsilanylmethyl-hexanoic acid ethyl ester | 162007-47-8

• 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: 3-Hydroxy-6-oxiranyl-2-trimethylsilanylmethyl-hexanoic acid ethyl ester
• 英文别名: ethyl 3-hydroxy-6-(oxiran-2-yl)-2-(trimethylsilylmethyl)hexanoate
• CAS: 162007-47-8
• 化学式: C₁₄H₂₈O₄Si
• 分子量: 288.459
• InChiKey: BJRHIUVNGRDQCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  19.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  59.06
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-Hydroxy-6-oxiranyl-2-trimethylsilanylmethyl-hexanoic acid ethyl ester 在 四氯化钛 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (Z)-8-Chloro-7-hydroxy-2-trimethylsilanylmethyl-oct-2-enoic acid ethyl ester
  参考文献：
  名称：

  Intramolecular reaction of β-(alkoxycarbonyl)allylsilane with epoxide into α-methylene-δ-lactones fused to carbocycles

  摘要：

  Intramolecular cyclization of omega-epoxy-beta-ethoxycarbonylallylsilane (1) was effected with Lewis acids to give a good yield of 5-exo-cyclization products (5 and 6), and a small amounts of d-endo-product (7). The 5-exo-products were converted into alpha-methylene-delta-butyrolactone (6La and b) fused to cyclopentane.

  DOI：

  10.1016/0040-4039(94)80124-x
• 作为产物：
  描述：

  4-(oxiran-2-yl)butan-1-ol 在 lithium diisopropyl amide 作用下， 生成 3-Hydroxy-6-oxiranyl-2-trimethylsilanylmethyl-hexanoic acid ethyl ester
  参考文献：
  名称：

  Intramolecular reaction of β-(alkoxycarbonyl)allylsilane with epoxide into α-methylene-δ-lactones fused to carbocycles

  摘要：

  Intramolecular cyclization of omega-epoxy-beta-ethoxycarbonylallylsilane (1) was effected with Lewis acids to give a good yield of 5-exo-cyclization products (5 and 6), and a small amounts of d-endo-product (7). The 5-exo-products were converted into alpha-methylene-delta-butyrolactone (6La and b) fused to cyclopentane.

  DOI：

  10.1016/0040-4039(94)80124-x