5-azido-N-(2-(tert-butyldimethylsilyloxy)ethyl)-N-methylpentanamide | 1158174-55-0

• 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: 5-azido-N-(2-(tert-butyldimethylsilyloxy)ethyl)-N-methylpentanamide
• 英文别名: 4-azido-N-(2-(tert-butyldimethylsilyloxy)ethyl)-N-methylpentamide；5-azido-N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-N-methylpentanamide
• CAS: 1158174-55-0
• 化学式: C₁₄H₃₀N₄O₂Si
• 分子量: 314.503
• InChiKey: QRAIHFHBEKJCBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-azido-N-(2-(tert-butyldimethylsilyloxy)ethyl)-N-methylpentanamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以79%的产率得到5-azido-N-(2-hydroxyethyl)-N-methylpentanamide
  参考文献：
  名称：

  Accessing Skeletal Diversity Using Catalyst Control: Formation of n and n + 1 Macrocyclic Triazole Rings

  摘要：

  A regloselective intramolecular Huisgen cycloaddition was performed on various azido alkyne substrates giving rise to macrocyclic triazole rings. Using catalyst control, a common intermediate has been converted to two structurally unique macrocycles with either a 1,5- or a 1,4-triazole resulting in an n or n + 1 ring size. This is the first example of an intramolecular ruthenium-catalyzed Huisgen cycloaddition.

  DOI：

  10.1021/ol900562u
• 作为产物：
  描述：

  N-[2-(叔丁基二甲基硅氧基)乙基]甲胺 、 5-叠氮基戊酸 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以66%的产率得到5-azido-N-(2-(tert-butyldimethylsilyloxy)ethyl)-N-methylpentanamide
  参考文献：
  名称：

  Accessing Skeletal Diversity Using Catalyst Control: Formation of n and n + 1 Macrocyclic Triazole Rings

  摘要：

  A regloselective intramolecular Huisgen cycloaddition was performed on various azido alkyne substrates giving rise to macrocyclic triazole rings. Using catalyst control, a common intermediate has been converted to two structurally unique macrocycles with either a 1,5- or a 1,4-triazole resulting in an n or n + 1 ring size. This is the first example of an intramolecular ruthenium-catalyzed Huisgen cycloaddition.

  DOI：

  10.1021/ol900562u

文献信息

• Accessing Skeletal Diversity Using Catalyst Control: Formation of <i>n</i> and <i>n</i> + 1 Macrocyclic Triazole Rings
  作者：Ann Rowley Kelly、Jingqiang Wei、Sarathy Kesavan、Jean-Charles Marié、Nicole Windmon、Damian W. Young、Lisa A. Marcaurelle

  DOI：10.1021/ol900562u

  日期：2009.6.4

  A regloselective intramolecular Huisgen cycloaddition was performed on various azido alkyne substrates giving rise to macrocyclic triazole rings. Using catalyst control, a common intermediate has been converted to two structurally unique macrocycles with either a 1,5- or a 1,4-triazole resulting in an n or n + 1 ring size. This is the first example of an intramolecular ruthenium-catalyzed Huisgen cycloaddition.