三(苯并三唑-1-基甲基)胺 | 121238-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 中文名称: 三(苯并三唑-1-基甲基)胺
• 英文名称: tris(benzotriazol-1-ylmethyl)amine
• 英文别名: tris(benzyltriazolylmethyl)amine；TBTA；Tris(1H-benzotriazole-1-ylmethyl)amine；1-(benzotriazol-1-yl)-N,N-bis(benzotriazol-1-ylmethyl)methanamine
• CAS: 121238-82-2
• 化学式: C₂₁H₁₈N₁₀
• 分子量: 410.441
• InChiKey: CGTJPXSHORTCPU-UHFFFAOYSA-N

物化性质

• 熔点：
  180-182 °C(Solv: ethanol (64-17-5))
• 沸点：
  694.6±50.0 °C(Predicted)
• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  95.4
• 氢给体数：
  0
• 氢受体数：
  7

安全信息

• 储存条件：
  -20°C下应密封、干燥且避光保存。

制备方法与用途

溶解于乙醇

反应信息

• 作为反应物：
  描述：

  丙基溴化镁 、 三(苯并三唑-1-基甲基)胺 以 四氢呋喃 为溶剂， 以75%的产率得到三正丁胺
  参考文献：
  名称：

  Katritzky, Alan R.; Yannakopoulou, Konstantina; Lue, Ping, Journal of the Chemical Society. Perkin transactions I, 1989, p. 225 - 233

  摘要：

  DOI：
• 作为产物：
  描述：

  聚合甲醛 、 1H-苯并三唑-1-甲醇 、 二(苯并三唑-1-基甲基)胺 以 苯 为溶剂， 反应 5.0h， 以83%的产率得到三(苯并三唑-1-基甲基)胺
  参考文献：
  名称：

  Katritzky, Alan R.; Yannakopoulou, Konstantina; Lue, Ping, Journal of the Chemical Society. Perkin transactions I, 1989, p. 225 - 233

  摘要：

  DOI：
• 作为试剂：
  描述：

  、 在 三(苯并三唑-1-基甲基)胺 、 copper(II) sulfate 作用下， 以 二甲基亚砜 、 叔丁醇 为溶剂， 反应 16.0h， 以62%的产率得到
  参考文献：
  名称：

  Convenient Synthesis of a Propargylated Cyclic (3′-5′) Diguanylic Acid and Its “Click” Conjugation to a Biotinylated Azide

  摘要：

  The ribonucleoside building block, N(2)-isobutyryl-2'-O-propargyl-3'-O-levulinyl guanosine, was prepared from commercial N(2)-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-2'-O-propargyl guanosine in a yield of 91%. The propargylated guanylyl(3'-5')guanosine phosphotriester was synthesized from the reaction of N(2)-isobutyryl-2'-O-propargyl-3'-O-levulinyl guanosine with N(2)-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-2'-O-tert-butyldimethylsilyl-3'-O-[(2-cyanoethyl)-N, N-diisopropylaminophosphinyl] guanosine and isolated in a yield of 88% after P(III) oxidation, 3'-/5'-deprotection, and purification. The propargylated guanylyl(3'-5')guanosine phosphotriester was phosphitylated using 2-cyanoethyl tetraisopropylphosphordiamidite and 1H-tetrazole and was followed by an in situ intramolecular cyclization to give a propargylated c-di-GMP triester, which was isolated in a yield of 40% after P(III) oxidation and purification. Complete N-deacylation of the guanine bases and removal of the 2-cyanoethyl phosphate protecting groups from the propargylated c-di-GMP triester were performed by treatment with aqueous ammonia at ambient temperature. The final 2'-desilylation reaction was effected by exposure to triethylammonium trihydrofluoride affording the desired propargylated c-di-GMP diester, the purity of which exceeded 95%. Biotinylation of the propargylated c-di-GMP diester was easily accomplished through its cycloaddition reaction with a biotinylated azide derivative under click conditions to produce the biotinylated c-di-GMP conjugate of interest in an isolated yield of 62%.

  DOI：

  10.1021/bc1003857

文献信息

• KATRITZKY, ALAN R.;YANNAKOPOULOU, KONSTANTINA;LUE, PING;RASALA, DANUTA;UR+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1989) N, C. 225-233
  作者：KATRITZKY, ALAN R.、YANNAKOPOULOU, KONSTANTINA、LUE, PING、RASALA, DANUTA、UR+

  DOI：——

  日期：——
• Katritzky, Alan R.; Yannakopoulou, Konstantina; Lue, Ping, Journal of the Chemical Society. Perkin transactions I, 1989, p. 225 - 233
  作者：Katritzky, Alan R.、Yannakopoulou, Konstantina、Lue, Ping、Rasala, Danuta、Urogdi, Laszlo

  DOI：——

  日期：——