3,5-bis(tert-butyldimethylsilyl)benzyl azide | 1391092-44-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-bis(tert-butyldimethylsilyl)benzyl azide
• 英文别名: 3,5-di-tert-butyldimethylsilyloxybenzyl azide；[3-(Azidomethyl)-5-[tert-butyl(dimethyl)silyl]oxyphenoxy]-tert-butyl-dimethylsilane；[3-(azidomethyl)-5-[tert-butyl(dimethyl)silyl]oxyphenoxy]-tert-butyl-dimethylsilane
• CAS: 1391092-44-6
• 化学式: C₁₉H₃₅N₃O₂Si₂
• 分子量: 393.677
• InChiKey: CVLOBCAUGGLMDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.26
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二茂铁乙炔 、 3,5-bis(tert-butyldimethylsilyl)benzyl azide 在 CuSO₄ 、 sodium ascorbate 、 tris((1-tert-butyl)-1H-1,2,3-triazol-4-yl)amine 作用下， 以 甲醇 、 水 为溶剂， 以47%的产率得到4-ferrocenyl-1-((3,5-bis-tert-butyldimethylsilyloxy)benzyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  Synthesis, electrochemistry and anticancer activity of novel ferrocenyl phenols prepared via azide-alkyne 1,3-cycloaddition reaction

  摘要：

  A series of monophenols and diphenols containing the ferrocene-C-triazolyl and ferrocene-N-triazolyl bond were prepared in a cycloaddition reaction of ethynylferrocene with aryl and benzyl azides and in a reaction of azidoferrocene with phenylacetylenes, respectively. The anticancer activity of the prepared compounds against hormone-dependent (MCF-7) and hormone-independent (HCC38) breast cancer cell lines was studied. The investigated compounds exhibited moderate anticancer activity against hormone-independent (IC50 similar to 15-48 mu M) cancer cell line and low activity against hormone-dependent cancer cell line (IC50 similar to 84-98 mu M). (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.05.042
• 作为产物：
  描述：

  3,5-二[[(叔丁基)二甲基硅烷基]氧基]苯甲醇 在 吡啶 、 sodium azide 、 三溴化磷 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 44.0h， 生成 3,5-bis(tert-butyldimethylsilyl)benzyl azide
  参考文献：
  名称：

  Synthesis, electrochemistry and anticancer activity of novel ferrocenyl phenols prepared via azide-alkyne 1,3-cycloaddition reaction

  摘要：

  A series of monophenols and diphenols containing the ferrocene-C-triazolyl and ferrocene-N-triazolyl bond were prepared in a cycloaddition reaction of ethynylferrocene with aryl and benzyl azides and in a reaction of azidoferrocene with phenylacetylenes, respectively. The anticancer activity of the prepared compounds against hormone-dependent (MCF-7) and hormone-independent (HCC38) breast cancer cell lines was studied. The investigated compounds exhibited moderate anticancer activity against hormone-independent (IC50 similar to 15-48 mu M) cancer cell line and low activity against hormone-dependent cancer cell line (IC50 similar to 84-98 mu M). (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.05.042

文献信息

• Synthesis, electrochemistry and anticancer activity of novel ferrocenyl phenols prepared via azide-alkyne 1,3-cycloaddition reaction
  作者：Damian Plażuk、Błażej Rychlik、Andrzej Błauż、Sławomir Domagała

  DOI：10.1016/j.jorganchem.2012.05.042

  日期：2012.9

  A series of monophenols and diphenols containing the ferrocene-C-triazolyl and ferrocene-N-triazolyl bond were prepared in a cycloaddition reaction of ethynylferrocene with aryl and benzyl azides and in a reaction of azidoferrocene with phenylacetylenes, respectively. The anticancer activity of the prepared compounds against hormone-dependent (MCF-7) and hormone-independent (HCC38) breast cancer cell lines was studied. The investigated compounds exhibited moderate anticancer activity against hormone-independent (IC50 similar to 15-48 mu M) cancer cell line and low activity against hormone-dependent cancer cell line (IC50 similar to 84-98 mu M). (C) 2012 Elsevier B. V. All rights reserved.