N-(6-hydroxypentyl)-5-(1,2-dithiolan-3-yl)pentanamide | 1257340-38-7

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫杂环戊烷
• 英文名称: N-(6-hydroxypentyl)-5-(1,2-dithiolan-3-yl)pentanamide
• 英文别名: Xegbcouqnhvzpy-uhfffaoysa-；5-(dithiolan-3-yl)-N-(5-hydroxypentyl)pentanamide
• CAS: 1257340-38-7
• 化学式: C₁₃H₂₅NO₂S₂
• 分子量: 291.479
• InChiKey: XEGBCOUQNHVZPY-UHFFFAOYSA-N

物化性质

• 沸点：
  501.2±33.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(6-hydroxypentyl)-5-(1,2-dithiolan-3-yl)pentanamide 、 三乙基碳酸氢铵缓冲液 在 吡啶 、 亚磷酸 、 三甲基乙酰氯 作用下， 以47%的产率得到
  参考文献：
  名称：

  Thioctic acid modification of oligonucleotides using an H-phosphonate

  摘要：

  The H-phosphonate of a derivative of thioctic acid (TA) was synthesised and used to introduce a disulfide moiety at the 5'-end of oligonucleotides. This method overcomes the difficulties experienced with the phosphoramidite approach when employing a cyclic disulfide in the starting alcohol. The disulfide-modified oligonucleotides are subsequently used in metallic nanoparticle (Au and Ag) and surface functionalisation for sensitive, sequence specific analytical detection strategies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.08.107
• 作为产物：
  描述：

  5-氨基-1-戊醇 、 Thioctic acid 在 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 12.0h， 以79%的产率得到N-(6-hydroxypentyl)-5-(1,2-dithiolan-3-yl)pentanamide
  参考文献：
  名称：

  Thioctic acid modification of oligonucleotides using an H-phosphonate

  摘要：

  The H-phosphonate of a derivative of thioctic acid (TA) was synthesised and used to introduce a disulfide moiety at the 5'-end of oligonucleotides. This method overcomes the difficulties experienced with the phosphoramidite approach when employing a cyclic disulfide in the starting alcohol. The disulfide-modified oligonucleotides are subsequently used in metallic nanoparticle (Au and Ag) and surface functionalisation for sensitive, sequence specific analytical detection strategies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.08.107

文献信息

• Thioctic acid modification of oligonucleotides using an H-phosphonate
  作者：Jennifer A. Dougan、Andrew. K. Reid、Duncan Graham

  DOI：10.1016/j.tetlet.2010.08.107

  日期：2010.11

  The H-phosphonate of a derivative of thioctic acid (TA) was synthesised and used to introduce a disulfide moiety at the 5'-end of oligonucleotides. This method overcomes the difficulties experienced with the phosphoramidite approach when employing a cyclic disulfide in the starting alcohol. The disulfide-modified oligonucleotides are subsequently used in metallic nanoparticle (Au and Ag) and surface functionalisation for sensitive, sequence specific analytical detection strategies. (C) 2010 Elsevier Ltd. All rights reserved.

表征谱图