(1'R,4S)-4-(1',5'-dimethylhex-4'-en-1'-yl)cyclohexa-1,5-diene-1-carboxylic acid | 1253784-47-2

• 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'R,4S)-4-(1',5'-dimethylhex-4'-en-1'-yl)cyclohexa-1,5-diene-1-carboxylic acid
• 英文别名: (4S)-4-[(2R)-6-methylhept-5-en-2-yl]cyclohexa-1,5-diene-1-carboxylic acid
• CAS: 1253784-47-2
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: BPBBPEAZOQOIBE-OLZOCXBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1'R,4S)-4-(1',5'-dimethylhex-4'-en-1'-yl)cyclohexa-1,5-diene-1-carboxylic acid 、 trans-4-[(1E,3E)-1,5-dimethylhexa-1,3,5-trien-1-yl]cyclo-hexanecarboxylic acid 在 2-溴苯基硼酸 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以70%的产率得到
  参考文献：
  名称：

  Biomimetic Total Synthesis of Meiogynin A, an Inhibitor of Bcl-xL and Bak Interaction

  摘要：

  A short, convergent, and selective synthesis of meiogynin A, an inhibitor of the antiapoptotic protein Bcl-xL, has been performed. This synthesis, based on a biomimetic approach, allowed the determination of its absolute configuration. Three isomers of meiogynin A have also been elaborated. One of these was found to be three times more potent than the natural compound.

  DOI：

  10.1021/jo101088h
• 作为产物：
  描述：

  一氧化碳 、 在 potassium acetate 、 palladium diacetate 、 三苯基膦 、 水 、 sodium hydroxide 、 盐酸 作用下， 以 N,N-二甲基甲酰胺 、 水 为溶剂， 反应 2.0h， 以55 mg的产率得到(1'R,4R)-4-(1',5'-dimethylhex-4'-en-1'-yl)cyclohexa-1,5-diene-1-carboxylic acid
  参考文献：
  名称：

  Biomimetic Total Synthesis of Meiogynin A, an Inhibitor of Bcl-xL and Bak Interaction

  摘要：

  A short, convergent, and selective synthesis of meiogynin A, an inhibitor of the antiapoptotic protein Bcl-xL, has been performed. This synthesis, based on a biomimetic approach, allowed the determination of its absolute configuration. Three isomers of meiogynin A have also been elaborated. One of these was found to be three times more potent than the natural compound.

  DOI：

  10.1021/jo101088h