N-(2-苯基丙基)(5-甲基-2-吡啶)磺酰胺 | 796034-87-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: N-(2-苯基丙基)(5-甲基-2-吡啶)磺酰胺
• 英文名称: N-(2-phenylpropyl)(5-methyl-2-pyridine)sulfonamide
• 英文别名: 5-methyl-N-(2-phenylpropyl)pyridine-2-sulfonamide
• CAS: 796034-87-2
• 化学式: C₁₅H₁₈N₂O₂S
• 分子量: 290.386
• InChiKey: FVQGZDQSFJDGKX-UHFFFAOYSA-N

物化性质

• 熔点：
  103.5-104.5 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• 沸点：
  454.5±55.0 °C(Predicted)
• 密度：
  1.190±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-苯基丙基)(5-甲基-2-吡啶)磺酰胺 在 magnesium 作用下， 以 甲醇 为溶剂， 以74%的产率得到2-苯基丙基胺
  参考文献：
  名称：

  Notable Coordination Effects of 2-Pyridinesulfonamides Leading to Efficient Aziridination and Selective Aziridine Ring Opening

  摘要：

  We have developed, on the basis of a chelation-strategy, an efficient copper-catalyzed aziridination protocol with the use of 5-methyl-2-pyridinesulfonamide and Phl(OAc)(2). The reaction proceeds smoothly under mild conditions to give aziridines in moderate to good yields in the absence of external ligands or bases. The coordination-assisted approach offers the additional benefits that efficient deprotection of the N-substituent and selective aziridine ring-opening are effectively achieved.

  DOI：

  10.1021/ol0481784
• 作为产物：
  描述：

  5-甲基-2-吡啶磺酰胺 在 copper(l) iodide 、 六氟乙酰丙酮化铜的水合物 、 碘苯二乙酸 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 14.0h， 生成 N-(2-苯基丙基)(5-甲基-2-吡啶)磺酰胺
  参考文献：
  名称：

  Notable Coordination Effects of 2-Pyridinesulfonamides Leading to Efficient Aziridination and Selective Aziridine Ring Opening

  摘要：

  We have developed, on the basis of a chelation-strategy, an efficient copper-catalyzed aziridination protocol with the use of 5-methyl-2-pyridinesulfonamide and Phl(OAc)(2). The reaction proceeds smoothly under mild conditions to give aziridines in moderate to good yields in the absence of external ligands or bases. The coordination-assisted approach offers the additional benefits that efficient deprotection of the N-substituent and selective aziridine ring-opening are effectively achieved.

  DOI：

  10.1021/ol0481784

文献信息

• Notable Coordination Effects of 2-Pyridinesulfonamides Leading to Efficient Aziridination and Selective Aziridine Ring Opening
  作者：Hoon Han、Imhyuck Bae、Eun Jeong Yoo、Junseong Lee、Youngkyu Do、Sukbok Chang

  DOI：10.1021/ol0481784

  日期：2004.10.1

  We have developed, on the basis of a chelation-strategy, an efficient copper-catalyzed aziridination protocol with the use of 5-methyl-2-pyridinesulfonamide and Phl(OAc)(2). The reaction proceeds smoothly under mild conditions to give aziridines in moderate to good yields in the absence of external ligands or bases. The coordination-assisted approach offers the additional benefits that efficient deprotection of the N-substituent and selective aziridine ring-opening are effectively achieved.