methyl 2-(4-nitrophenylsulfonamido)propanoate | 1396967-04-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-(4-nitrophenylsulfonamido)propanoate
• 英文别名: methyl N-[(4-nitrophenyl)sulfonyl]alaninate；methyl 2-[(4-nitrophenyl)sulfonylamino]propanoate
• CAS: 1396967-04-6
• 化学式: C₁₀H₁₂N₂O₆S
• mdl: MFCD00819731
• 分子量: 288.281
• InChiKey: VUCNDFSNBNCLOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  Dl-丙氨酸甲酯 、 1H-benzo[d][1,2,3]triazol-1-yl 4-nitrobenzenesulfonate 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以76%的产率得到methyl 2-(4-nitrophenylsulfonamido)propanoate
  参考文献：
  名称：

  Sulfonamide synthesis using N-hydroxybenzotriazole sulfonate: an alternative to pentafluorophenyl (PFP) and trichlorophenyl (TCP) esters of sulfonic acids

  摘要：

  The N-hydroxybenzotriazole (HOBt) sulfonate esters undergo amidation under ambient conditions in the presence of di-isopropylethyl amine. This method can be applied to varieties of amines including sterically hindered amino acid esters in less time with reasonably good yields.HOBt ester of sulfonic acids can be a replacement for pentafluorophenyl and trichlorophenyl ester as well as chloride moiety of sulfonyl chloride for amidation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.107

文献信息

• Sulfonamide synthesis using N-hydroxybenzotriazole sulfonate: an alternative to pentafluorophenyl (PFP) and trichlorophenyl (TCP) esters of sulfonic acids
  作者：Nani Babu Palakurthy、Bhubaneswar Mandal

  DOI：10.1016/j.tetlet.2011.10.107

  日期：2011.12

  The N-hydroxybenzotriazole (HOBt) sulfonate esters undergo amidation under ambient conditions in the presence of di-isopropylethyl amine. This method can be applied to varieties of amines including sterically hindered amino acid esters in less time with reasonably good yields.HOBt ester of sulfonic acids can be a replacement for pentafluorophenyl and trichlorophenyl ester as well as chloride moiety of sulfonyl chloride for amidation. (C) 2011 Elsevier Ltd. All rights reserved.