5-Chloro-2-oxo-N-(5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-pentanimidoyl chloride | 1027038-64-7

• 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: 5-Chloro-2-oxo-N-(5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-pentanimidoyl chloride
• CAS: 1027038-64-7
• 化学式: C₁₇H₃₃Cl₂NOSi₂
• 分子量: 394.532
• InChiKey: ZYUGQNJCYBIJRH-JZJYNLBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  23.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  29.43
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-Chloro-2-oxo-N-(5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-pentanimidoyl chloride 在 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 4-chloro-1-[4-(3-trimethylsilylprop-1-en-2-yl)-3,4-dihydro-2H-pyrrol-5-yl]butan-1-one
  参考文献：
  名称：

  Stereocontrolled Synthesis of 5-Acyl-3,4-dihydro-2H-pyrroles and Related Heterocycles via Intramolecular 2-Propylidene-1,3-bis(silane)−Acylnitrilium Ion Cyclizations

  摘要：

  2-Propylidene-1,3-bis(silane)s have been shown to be highly effective terminators in heteroannulations initiated by C-acylnitrilium ions. These cyclizations proceed under exceedingly mild reaction conditions with good to excellent levels of substrate-derived stereocontrol to provide the corresponding Delta(1)-pyrrolines possessing a functionalizable allylsilane moiety. Sequential reduction/N-tosylation of these products leads to the stereoselective formation of cis-pyrrolidine derivatives.

  DOI：

  10.1021/jo961452q
• 作为产物：
  描述：

  N-[5-trimethylsilyl-4-(trimethylsilylmethyl)pent-3-enyl]formamide 在 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 5-Chloro-2-oxo-N-(5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-pentanimidoyl chloride
  参考文献：
  名称：

  Stereocontrolled Synthesis of 5-Acyl-3,4-dihydro-2H-pyrroles and Related Heterocycles via Intramolecular 2-Propylidene-1,3-bis(silane)−Acylnitrilium Ion Cyclizations

  摘要：

  2-Propylidene-1,3-bis(silane)s have been shown to be highly effective terminators in heteroannulations initiated by C-acylnitrilium ions. These cyclizations proceed under exceedingly mild reaction conditions with good to excellent levels of substrate-derived stereocontrol to provide the corresponding Delta(1)-pyrrolines possessing a functionalizable allylsilane moiety. Sequential reduction/N-tosylation of these products leads to the stereoselective formation of cis-pyrrolidine derivatives.

  DOI：

  10.1021/jo961452q