ethyl (+)-(S,E)-(1,3-dioxolan-2-yl)-4-methylhex-2-enoate | 1012041-93-8

• 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: ethyl (+)-(S,E)-(1,3-dioxolan-2-yl)-4-methylhex-2-enoate
• 英文别名: ethyl (E,4S)-6-(1,3-dioxolan-2-yl)-4-methylhex-2-enoate
• CAS: 1012041-93-8
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: WNFAOXKXWYQTEN-DFVUYQKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (+)-(S,E)-(1,3-dioxolan-2-yl)-4-methylhex-2-enoate 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Nickel-Catalyzed Asymmetric Negishi Cross-Couplings of Secondary Allylic Chlorides with Alkylzincs

  摘要：

  Complementing previous advances in allylation chemistry, an effective nickel/Pybox catalyst for regioselective asymmetric Negishi cross-couplings of racemic secondary allylic chlorides with readily available organozinc halides has been developed. The method has been applied in two key steps of a formal total synthesis of fluvirucinine A(1).

  DOI：

  10.1021/ja800103z
• 作为产物：
  描述：

  (E)-ethyl 4-chloropent-2-enoate 、 2-(2-溴乙基)-1,3-二恶烷 在 氯化镍二甲氧基乙烷 sodium chloride 作用下， 以 N,N-二甲基乙酰胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 以91%的产率得到ethyl (+)-(S,E)-(1,3-dioxolan-2-yl)-4-methylhex-2-enoate
  参考文献：
  名称：

  Nickel-Catalyzed Asymmetric Negishi Cross-Couplings of Secondary Allylic Chlorides with Alkylzincs

  摘要：

  Complementing previous advances in allylation chemistry, an effective nickel/Pybox catalyst for regioselective asymmetric Negishi cross-couplings of racemic secondary allylic chlorides with readily available organozinc halides has been developed. The method has been applied in two key steps of a formal total synthesis of fluvirucinine A(1).

  DOI：

  10.1021/ja800103z

文献信息

• Nickel-Catalyzed Asymmetric Negishi Cross-Couplings of Secondary Allylic Chlorides with Alkylzincs
  作者：Sunghee Son、Gregory C. Fu

  DOI：10.1021/ja800103z

  日期：2008.3.1

  Complementing previous advances in allylation chemistry, an effective nickel/Pybox catalyst for regioselective asymmetric Negishi cross-couplings of racemic secondary allylic chlorides with readily available organozinc halides has been developed. The method has been applied in two key steps of a formal total synthesis of fluvirucinine A(1).