12-(azotriethyleneoxy)-1-bromododecane | 860305-02-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 12-(azotriethyleneoxy)-1-bromododecane
• 英文别名: 1-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]-12-bromododecane
• CAS: 860305-02-8
• 化学式: C₁₈H₃₆BrN₃O₃
• 分子量: 422.406
• InChiKey: NKTAHPBANPXDMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  25
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  12-(azotriethyleneoxy)-1-bromododecane 在 硫脲 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 22.0h， 以46%的产率得到azotriethyleneoxydodecane disulfide
  参考文献：
  名称：

  New syntheses for 11-(mercaptoundecyl)triethylene glycol and mercaptododecyltriethyleneoxy biotin amide

  摘要：

  Novel syntheses for mercaptododecyltriethyleneoxy biotin amide and 11-(mercaptoundecyl)triethylene glycol are presented here. Such alkyl thiols are popular components in creating monolayers capable of specifically binding proteins. The development of a variety of functionalized alkyl thiol compounds has a great impact on biosensor substrate design. In our synthesis of mercaptododecyltriethylencoxy biotin amide, we couple aminotriethyleneoxydodecane disulfide to the NHS-activated biotin; this technique is amenable to attaching a carboxylated molecule of interest in order to create the functionalized alkyl thiol of choice. The 11-(mercaptoundecyl)triethylene glycol synthesis presented here is an alternative method easily completed in three steps. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.091
• 作为产物：
  描述：

  三乙二醇单对甲苯磺酸酯 在 sodium azide 、 sodium hydride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成 12-(azotriethyleneoxy)-1-bromododecane
  参考文献：
  名称：

  New syntheses for 11-(mercaptoundecyl)triethylene glycol and mercaptododecyltriethyleneoxy biotin amide

  摘要：

  Novel syntheses for mercaptododecyltriethyleneoxy biotin amide and 11-(mercaptoundecyl)triethylene glycol are presented here. Such alkyl thiols are popular components in creating monolayers capable of specifically binding proteins. The development of a variety of functionalized alkyl thiol compounds has a great impact on biosensor substrate design. In our synthesis of mercaptododecyltriethylencoxy biotin amide, we couple aminotriethyleneoxydodecane disulfide to the NHS-activated biotin; this technique is amenable to attaching a carboxylated molecule of interest in order to create the functionalized alkyl thiol of choice. The 11-(mercaptoundecyl)triethylene glycol synthesis presented here is an alternative method easily completed in three steps. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.091