1-allyl-2-(1-(2,4-dimethylpentan-3-yloxy)-1-oxopropan-2-yl)cyclopentanecarboxylic acid | 1148178-14-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-allyl-2-(1-(2,4-dimethylpentan-3-yloxy)-1-oxopropan-2-yl)cyclopentanecarboxylic acid
• 英文别名: (1R,2S)-2-[(2S)-1-(2,4-dimethylpentan-3-yloxy)-1-oxopropan-2-yl]-1-prop-2-enylcyclopentane-1-carboxylic acid
• CAS: 1148178-14-6
• 化学式: C₁₉H₃₂O₄
• 分子量: 324.461
• InChiKey: ZFGSQUMEEXQGJG-DOXZYTNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-allyl-2-(1-(2,4-dimethylpentan-3-yloxy)-1-oxopropan-2-yl)cyclopentanecarboxylic acid 在 叠氮磷酸二苯酯 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Asymmetric Construction of Three Contiguous Stereogenic Centers by Conjugate Addition−Alkylation of Lithium Ester Enolate

  摘要：

  A chiral ligand- and lithium amide-assisted asymmetric conjugate addition of lithium enolate of propionate to cyclopentenecarboxylate gave the corresponding lithium enolate, whose allylation gave the key intermediate of the marine alkaloid halichlorine as a single diastereomer with moderate enantioselectivity.

  DOI：

  10.1021/ol900447n
• 作为产物：
  描述：

  tert-butyl 1-allyl-2-(1-(2,4-dimethylpentan-3-yloxy)-1-oxopropan-2-yl)cyclopentanecarboxylate 在 三氟乙酸 作用下， 反应 1.0h， 生成 1-allyl-2-(1-(2,4-dimethylpentan-3-yloxy)-1-oxopropan-2-yl)cyclopentanecarboxylic acid
  参考文献：
  名称：

  Asymmetric Construction of Three Contiguous Stereogenic Centers by Conjugate Addition−Alkylation of Lithium Ester Enolate

  摘要：

  A chiral ligand- and lithium amide-assisted asymmetric conjugate addition of lithium enolate of propionate to cyclopentenecarboxylate gave the corresponding lithium enolate, whose allylation gave the key intermediate of the marine alkaloid halichlorine as a single diastereomer with moderate enantioselectivity.

  DOI：

  10.1021/ol900447n