3-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]-2-(tetradecanoyloxy)-1-[succinyloxy(4-cholesteryloxy)]propane | 926890-49-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]-2-(tetradecanoyloxy)-1-[succinyloxy(4-cholesteryloxy)]propane
• CAS: 926890-49-5
• 化学式: C₈₄H₁₂₇NO₈Si₂
• 分子量: 1335.11
• InChiKey: ISAGZPOQHNGXEH-HYPSESILSA-N

物化性质

• 沸点：
  1038.5±65.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  18.33
• 重原子数：
  95.0
• 可旋转键数：
  38.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  100.6
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  3-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]-2-(tetradecanoyloxy)-1-[succinyloxy(4-cholesteryloxy)]propane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到3-[N,N-bis(2-hydroxyethyl)amino]-2-(tetradecanoyloxy)-1-[succinyloxy(4-cholesteryloxy)]propane
  参考文献：
  名称：

  WO2007/22030

  摘要：

  公开号：
• 作为产物：
  描述：

  3-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]-2-(tetradecanoyloxy)-1-propanol 、 胆固醇琥珀酸单酯 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以79%的产率得到3-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]-2-(tetradecanoyloxy)-1-[succinyloxy(4-cholesteryloxy)]propane
  参考文献：
  名称：

  WO2007/22030

  摘要：

  公开号：

文献信息

• Design and Assembly of New Nonviral RNAi Delivery Agents by Microwave-Assisted Quaternization (MAQ) of Tertiary Amines
  作者：Animesh Ghosh、Koushik Mukherjee、Xinpeng Jiang、Ying Zhou、Joshua McCarroll、James Qu、Pamela M. Swain、Huricha Baigude、Tariq M. Rana

  DOI：10.1021/bc900482r

  日期：2010.9.15

  RNA interference (RNAi) is a gene-silencing phenomenon whereby double-stranded RNA (dsRNA) triggers the sequence-specific degradation of homologous mRNA. RNAi has been quickly and widely applied to discover gene functions and holds great potential to provide a new class of therapeutic agents. However, new chemistry and delivery approaches are greatly needed to silence disease-causing genes without toxic effects. We reasoned that conjugation of the cholesterol moiety to cationic lipids would enhance RNAi efficiencies and lower the toxic effects of lipid-mediated RNAi delivery. Here, we report the first design and synthesis of new cholesterol-conjugated cationic lipids for RNAi delivery using microwave-assisted quaternization (MAQ) of tertiary amines. This strategy can be employed to develop new classes of nonviral gene delivery agents under safe and fast reaction conditions.