N-叔丁基-4-丁基苯磺酰胺 | 576171-88-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-叔丁基-4-丁基苯磺酰胺
• 英文名称: N-tert-butyl-4-butylbenzenesulfonamide
• 英文别名: 4-butyl-N-tert-butylbenzenesulfonamide
• CAS: 576171-88-5
• 化学式: C₁₄H₂₃NO₂S
• mdl: MFCD05086530
• 分子量: 269.408
• InChiKey: GTAUQDKGHWHKCV-UHFFFAOYSA-N

物化性质

• 沸点：
  370.5±35.0 °C(Predicted)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-叔丁基-4-丁基苯磺酰胺 在 三氯化硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以94%的产率得到4-丁基苯磺酰胺
  参考文献：
  名称：

  三氯化硼是一种用于叔丁基芳基磺酰胺脱保护的有效选择剂

  摘要：

  已经开发了一种快速，温和且选择性的方法，该方法利用BCl 3作为脱保护剂对叔丁基芳基磺酰胺进行脱保护。在这些条件下使用的各种叔丁基芳基磺酰胺以高收率得到相应的伯磺酰胺。该方法不裂解甲氧基，并防止叔丁基结合到富电子芳环上。

  DOI：

  10.1016/s0040-4039(03)01020-7
• 作为产物：
  描述：

  4-正丁基苯磺酰氯 、 叔丁胺 以 氯仿 为溶剂， 反应 1.0h， 以93%的产率得到N-叔丁基-4-丁基苯磺酰胺
  参考文献：
  名称：

  Selective Angiotensin II AT₂ Receptor Agonists:  Arylbenzylimidazole Structure−Activity Relationships

  摘要：

  Structural alterations in the 2- and 5-positions of the first drug-like selective angiotensin II AT(2) receptor agonist (1) have been performed. The imidazole ring system was proven to be a strong determinant for the AT(2) selectivity, and with few exceptions all variations gave good AT(2) receptor affinities and with retained high AT(2)/AT(1) selectivities. On the contrary to the findings with AT(1) receptor agonists, the impact of structural modifications in the 5-position of the AT(2) selective compounds were less pronounced regarding activation of the AT(2) receptor. The butyloxyphenyl (56) and the propylthienyl (50) derivatives were found to exert a high agonistic effect as deduced from their capacity to induce neurite elongation in neuronal cells, as does angiotensin II.

  DOI：

  10.1021/jm0606185

文献信息

• Selective Angiotensin II AT₂ Receptor Agonists:  Arylbenzylimidazole Structure−Activity Relationships
  作者：Xiongyu Wu、Yiqian Wan、A. K. Mahalingam、A. M. S. Murugaiah,、Bianca Plouffe、Milad Botros、Anders Karlén、Mathias Hallberg、Nicole Gallo-Payet、Mathias Alterman

  DOI：10.1021/jm0606185

  日期：2006.11.30

  Structural alterations in the 2- and 5-positions of the first drug-like selective angiotensin II AT(2) receptor agonist (1) have been performed. The imidazole ring system was proven to be a strong determinant for the AT(2) selectivity, and with few exceptions all variations gave good AT(2) receptor affinities and with retained high AT(2)/AT(1) selectivities. On the contrary to the findings with AT(1) receptor agonists, the impact of structural modifications in the 5-position of the AT(2) selective compounds were less pronounced regarding activation of the AT(2) receptor. The butyloxyphenyl (56) and the propylthienyl (50) derivatives were found to exert a high agonistic effect as deduced from their capacity to induce neurite elongation in neuronal cells, as does angiotensin II.
• Boron trichloride as an efficient and selective agent for deprotection of tert-butyl aryl sulfonamides
  作者：Yiqian Wan、Xiongyu Wu、Mahalingam A. Kannan、Mathias Alterman

  DOI：10.1016/s0040-4039(03)01020-7

  日期：2003.6

  A fast, mild and selective method for deprotection of tert-butyl aryl sulfonamides utilizing BCl3 as deprotection reagent has been developed. A variety of tert-butyl aryl sulfonamides used under these conditions gave the corresponding primary sulfonamides in high yields. The method does not cleave methoxy groups and prevents incorporation of tert-butyl groups onto electron-rich aromatic rings.

  已经开发了一种快速，温和且选择性的方法，该方法利用BCl 3作为脱保护剂对叔丁基芳基磺酰胺进行脱保护。在这些条件下使用的各种叔丁基芳基磺酰胺以高收率得到相应的伯磺酰胺。该方法不裂解甲氧基，并防止叔丁基结合到富电子芳环上。