1-butyl-2-propenyl dichloroacetate | 937036-43-6

• 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: 1-butyl-2-propenyl dichloroacetate
• 英文别名: Hept-1-en-3-yl 2,2-dichloroacetate
• CAS: 937036-43-6
• 化学式: C₉H₁₄Cl₂O₂
• 分子量: 225.115
• InChiKey: LMYJJUXCBUAJBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  1-butyl-2-propenyl dichloroacetate 在 bis(benzonitrile)palladium(II) dichloride novozyme 435 作用下， 以 乙二醇二甲醚 、 phosphate buffer 为溶剂， 反应 48.0h， 生成 (3S)-1-hepten-3-ol 、 (3R)-1-hepten-3-ol
  参考文献：
  名称：

  Atom transfer radical cyclization (ATRC) applied to a chemoenzymatic synthesis of Quercus lactones

  摘要：

  The natural fragrances (+)-trans whisky lactone 2 and (+)-trans cognac lactone 4, together with a minor amount of their (-)cis stereoisomers, were prepared in 50% and 42% overall yield, respectively, starting from racemic 1-hepten-3-ol (+/-)-5 and 1-octen-3-ol (+/-)-6. The procedure involved first the enantioconvergent, lipase mediated transformation of the secondary allylic alcohols derived dichloroacetates (+/-)-7 and (+/-)-8 into the corresponding homochiral (+)-7 and (+)-8, combined with their cyclization under a transition metal catalyzed atom transfer process. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.02.012
• 作为产物：
  描述：

  二氯乙酰氯 、 1-庚烯-3-醇 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以96%的产率得到1-butyl-2-propenyl dichloroacetate
  参考文献：
  名称：

  Atom transfer radical cyclization (ATRC) applied to a chemoenzymatic synthesis of Quercus lactones

  摘要：

  The natural fragrances (+)-trans whisky lactone 2 and (+)-trans cognac lactone 4, together with a minor amount of their (-)cis stereoisomers, were prepared in 50% and 42% overall yield, respectively, starting from racemic 1-hepten-3-ol (+/-)-5 and 1-octen-3-ol (+/-)-6. The procedure involved first the enantioconvergent, lipase mediated transformation of the secondary allylic alcohols derived dichloroacetates (+/-)-7 and (+/-)-8 into the corresponding homochiral (+)-7 and (+)-8, combined with their cyclization under a transition metal catalyzed atom transfer process. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.02.012