diphenylphosphinoyl-1-ethyl-geranyl ether | 168777-31-9

• 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: diphenylphosphinoyl-1-ethyl-geranyl ether
• 英文别名: [1-[(2E)-3,7-dimethylocta-2,6-dienoxy]ethyl-phenylphosphoryl]benzene
• CAS: 168777-31-9
• 化学式: C₂₄H₃₁O₂P
• 分子量: 382.483
• InChiKey: YIUWLYLXHRZQSC-DYTRJAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  (+/-)-(E,E)-12,13-epoxy-5,9,13-trimethyl-4,8-tetradecadienal 、 diphenylphosphinoyl-1-ethyl-geranyl ether 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 (6E,10E)-(2S,3R)-2-((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-13-(3,3-dimethyl-oxiranyl)-2-(diphenyl-phosphinoyl)-7,11-dimethyl-trideca-6,10-dien-3-ol 、 (6E,10E)-(2S,3S)-2-((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-13-(3,3-dimethyl-oxiranyl)-2-(diphenyl-phosphinoyl)-7,11-dimethyl-trideca-6,10-dien-3-ol
  参考文献：
  名称：

  Synthesis of (±)-(15E)&(15Z)-16-oxa-2,3-oxidosqualenes

  摘要：

  As potential inhibitors of oxidosqualene cyclase (OSC) (+/-)-(15E)and(15Z)-16-oxa-2,3-oxidosqualenes ((9)&(10)) were synthesized by the Wittig-Horner reaction from diphenylphosphinoyl-1-ethyl-geranyl ether (5) and the epoxy aldehyde (6). An efficient synthetic method for the Winig-Horner reagent (5) was developed.

  DOI：

  10.1016/0040-4039(95)01114-w
• 作为产物：
  描述：

  香叶基溴 、 (1-hydroxyethyl)diphenylphosphine oxide 在 sodium hydride 作用下， 以50%的产率得到diphenylphosphinoyl-1-ethyl-geranyl ether
  参考文献：
  名称：

  Synthesis of (±)-(15E)&(15Z)-16-oxa-2,3-oxidosqualenes

  摘要：

  As potential inhibitors of oxidosqualene cyclase (OSC) (+/-)-(15E)and(15Z)-16-oxa-2,3-oxidosqualenes ((9)&(10)) were synthesized by the Wittig-Horner reaction from diphenylphosphinoyl-1-ethyl-geranyl ether (5) and the epoxy aldehyde (6). An efficient synthetic method for the Winig-Horner reagent (5) was developed.

  DOI：

  10.1016/0040-4039(95)01114-w

文献信息

• Synthesis of (±)-(15E)&(15Z)-16-oxa-2,3-oxidosqualenes
  作者：Jeongho Park、Changhee Min、Howard Williams、A.I. Scott

  DOI：10.1016/0040-4039(95)01114-w

  日期：1995.8

  As potential inhibitors of oxidosqualene cyclase (OSC) (+/-)-(15E)and(15Z)-16-oxa-2,3-oxidosqualenes ((9)&(10)) were synthesized by the Wittig-Horner reaction from diphenylphosphinoyl-1-ethyl-geranyl ether (5) and the epoxy aldehyde (6). An efficient synthetic method for the Winig-Horner reagent (5) was developed.