methyl (R,2E,4E)-4,6-dimethyl-8-(triisopropylsilyloxy)octa-2,4-dienoate | 1174987-04-2

• 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: methyl (R,2E,4E)-4,6-dimethyl-8-(triisopropylsilyloxy)octa-2,4-dienoate
• CAS: 1174987-04-2
• 化学式: C₂₀H₃₈O₃Si
• 分子量: 354.605
• InChiKey: DLYOPXMBIIOJNZ-KSHXIRJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  24.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl (R,2E,4E)-4,6-dimethyl-8-(triisopropylsilyloxy)octa-2,4-dienoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 methyl (R,2E,4E)-8-hydroxy-4,6-dimethylocta-2,4-dienoate
  参考文献：
  名称：

  Total Synthesis and Neuritotrophic Activity of Farinosone C and Derivatives

  摘要：

  An efficient synthesis of all four possible stereoisomers of the neurotrophic amide farinosone C was developed. The absolute and relative configuration was assigned by comparison of synthetic material with a derivatized authentic sample of the natural product. Several derivatives allowed for the generation of preliminary structure activity relationships concerning neurite outgrowth in PC-12 cells, unravelling L-tyrosinol-amide as the pharmacophore.

  DOI：

  10.1021/ol901277q
• 作为产物：
  描述：

  膦酰基乙酸甲酯二乙酯 、 (R,E)-2,4-dimethyl-6-(triisopropylsilyloxy)hex-2-enal 在 18-冠醚-6 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以100%的产率得到methyl (R,2E,4E)-4,6-dimethyl-8-(triisopropylsilyloxy)octa-2,4-dienoate
  参考文献：
  名称：

  Total Synthesis and Neuritotrophic Activity of Farinosone C and Derivatives

  摘要：

  An efficient synthesis of all four possible stereoisomers of the neurotrophic amide farinosone C was developed. The absolute and relative configuration was assigned by comparison of synthetic material with a derivatized authentic sample of the natural product. Several derivatives allowed for the generation of preliminary structure activity relationships concerning neurite outgrowth in PC-12 cells, unravelling L-tyrosinol-amide as the pharmacophore.

  DOI：

  10.1021/ol901277q