3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester | 371228-83-0

• 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: 3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester
• 英文别名: ethyl 3-(tert-butyldiphenylsilyloxy)pent-4-enoate
• CAS: 371228-83-0
• 化学式: C₂₃H₃₀O₃Si
• 分子量: 382.575
• InChiKey: HNYYKSPALHGZNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 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：

  3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester 在 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 50.5h， 生成
  参考文献：
  名称：

  Synthesis of Functionalized 1-Azabicyclo[3.1.0]hexanes: Studies towards Ficellomycin and Its Analogs

  摘要：

  The molecule of antibiotic agent ficellomycin contains an intriguing array of functional groups assembled around a bicyclic aziridine core. To address the challenges of constructing ficellomycin derivatives, we have developed cycloamination methodology for the stereocontrolled transformation of unprotected aziridine-containing olefins. The present paper discusses application of this process towards synthesis of ficellomycin.

  DOI：

  10.3987/com-13-s(s)100
• 作为产物：
  描述：

  3-羟基-4-戊烯酸乙酯 、 叔丁基二苯基氯硅烷 以85%的产率得到3-(tert-butyldiphenylsilyloxy)pent-4-eneoic acid ethyl ester
  参考文献：
  名称：

  Synthesis of Functionalized 1-Azabicyclo[3.1.0]hexanes: Studies towards Ficellomycin and Its Analogs

  摘要：

  The molecule of antibiotic agent ficellomycin contains an intriguing array of functional groups assembled around a bicyclic aziridine core. To address the challenges of constructing ficellomycin derivatives, we have developed cycloamination methodology for the stereocontrolled transformation of unprotected aziridine-containing olefins. The present paper discusses application of this process towards synthesis of ficellomycin.

  DOI：

  10.3987/com-13-s(s)100

文献信息

• A Concise Synthesis of Turneforcidine via a Metalloiminium Ion Cyclization Terminated by the 2-(Methylthio)-3-(trimethylsilyl)-1-propenyl Moiety
  作者：Duk Keun An、David Duncan、Tom Livinghouse、Paul Reid

  DOI：10.1021/ol010122b

  日期：2001.9.1

  [GRAPHICS]A concise synthetic route to racemic turneforcidine (1) is described that relies on the stereocontrolled cyclization of the 2-(methylthio)-3-(trimethylsilyi)-1-propenyl bearing imine 5 in the presence of TiCl4.