N-(2-azidoethyl)-3β,16α-dihydroxy-olean-12-en-28-amide | 1601461-28-2

• 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: N-(2-azidoethyl)-3β,16α-dihydroxy-olean-12-en-28-amide
• CAS: 1601461-28-2
• 化学式: C₃₂H₅₂N₄O₃
• 分子量: 540.79
• InChiKey: JDUIDQZNWAFTAW-ZQKOLQPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.55
• 重原子数：
  39.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  118.32
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N,N-bis((1-tert-butyl-1H-1,2,3-triazol-4-yl)methyl)prop-2-yn-1-amine 、 N-(2-azidoethyl)-3β,16α-dihydroxy-olean-12-en-28-amide 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 8.0h， 以93%的产率得到(3β,16α-dihydroxy-olean-12-en-28-oyl)-2-(4-((bis((1-(tert-butyl)-1H-1,2,3-triazol-4-yl) methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)ethanamine
  参考文献：
  名称：

  Development of bivalent oleanane-type triterpenes as potent HCV entry inhibitors

  摘要：

  The development of entry inhibitors is an emerging approach to the prevention and reduction of HCV infection. Starting from echinocystic acid (EA), a mu M HCV entry inhibitor, we have developed a series of bivalent oleanane-type triterpenes which, upon optimization of the length, rigidity and hydrophobicity of the linker, exert dramatically potent enhancement of inhibition with IC50 values extending into the nM level. This study establishes the importance of triterpene natural products as new leads in the development of potential HCV entry inhibitors. (c) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.017
• 作为产物：
  描述：

  刺囊酸 在 sodium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N-(2-azidoethyl)-3β,16α-dihydroxy-olean-12-en-28-amide
  参考文献：
  名称：

  Development of bivalent oleanane-type triterpenes as potent HCV entry inhibitors

  摘要：

  The development of entry inhibitors is an emerging approach to the prevention and reduction of HCV infection. Starting from echinocystic acid (EA), a mu M HCV entry inhibitor, we have developed a series of bivalent oleanane-type triterpenes which, upon optimization of the length, rigidity and hydrophobicity of the linker, exert dramatically potent enhancement of inhibition with IC50 values extending into the nM level. This study establishes the importance of triterpene natural products as new leads in the development of potential HCV entry inhibitors. (c) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.017