(9H-fluoren-9-yl)methyl N-[1-[12-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]dodecyl]-1H-1,2,3-triazol-4-yl]methyl carbamate | 1251757-49-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (9H-fluoren-9-yl)methyl N-[1-[12-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]dodecyl]-1H-1,2,3-triazol-4-yl]methyl carbamate
• 英文别名: 9H-fluoren-9-ylmethyl N-[[1-[12-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]dodecyl]triazol-4-yl]methyl]carbamate
• CAS: 1251757-49-9
• 化学式: C₃₆H₅₀N₄O₅
• 分子量: 618.817
• InChiKey: DMWUBMFFOBJPGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  45
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  96.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (9H-fluoren-9-yl)methyl N-[1-[12-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]dodecyl]-1H-1,2,3-triazol-4-yl]methyl carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以72%的产率得到(9H-fluoren-9-yl)methyl N-[1-[12-(2,3-dihydroxypropoxy)dodecyl]-1H-1,2,3-triazol-4-yl]methyl carbamate
  参考文献：
  名称：

  Synthesis of Oligonucleotides Carrying Amino Lipid Groups at the 3′-End for RNA Interference Studies

  摘要：

  Novel lipid derivatives carrying amino and triazolyl groups were efficiently synthesized and covalently anchored at the 3'-termini of oligonucleondes The desired amino-lipid conjugates were fully characterized by reversed-phase HPLC and MALDI-TOF mass spectrometry The methodology was applied in the synthesis of lipid-siRNA designed to inhibit necrosis factor (TNF-alpha) in order to obtain siRNAs with anti-inflammatory properties The siRNA duplex carrying amino-lipids at the 3'-end of the passenger strand has inhibitory properties similar to those of unmodified RNA duplexes in HeLa cells. indicating that the new lipid derivatives ate compatible with the RNA interference machinery

  DOI：

  10.1021/jo101143j
• 作为产物：
  描述：

  4-[(12-azidododecyloxy)methyl]-2,2-dimethyl-1,3-dioxolane 、 Fmoc-N-propargylamine 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 以58%的产率得到(9H-fluoren-9-yl)methyl N-[1-[12-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]dodecyl]-1H-1,2,3-triazol-4-yl]methyl carbamate
  参考文献：
  名称：

  Synthesis of Oligonucleotides Carrying Amino Lipid Groups at the 3′-End for RNA Interference Studies

  摘要：

  Novel lipid derivatives carrying amino and triazolyl groups were efficiently synthesized and covalently anchored at the 3'-termini of oligonucleondes The desired amino-lipid conjugates were fully characterized by reversed-phase HPLC and MALDI-TOF mass spectrometry The methodology was applied in the synthesis of lipid-siRNA designed to inhibit necrosis factor (TNF-alpha) in order to obtain siRNAs with anti-inflammatory properties The siRNA duplex carrying amino-lipids at the 3'-end of the passenger strand has inhibitory properties similar to those of unmodified RNA duplexes in HeLa cells. indicating that the new lipid derivatives ate compatible with the RNA interference machinery

  DOI：

  10.1021/jo101143j