3'-amino-N-benzylbiphenyl-3-sulfonamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3'-amino-N-benzylbiphenyl-3-sulfonamide
• 英文别名: 3-(3-aminophenyl)-N-benzylbenzenesulfonamide
• 化学式: C₁₉H₁₈N₂O₂S
• 分子量: 338.43
• InChiKey: AYIZKRKLGDLMFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-溴苯磺酰氯 在 三乙基硅烷 、 四(三苯基膦)钯 、 palladium on activated charcoal 、 氢气 、 碳酸氢钠 、 caesium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 乙酸乙酯 为溶剂， 20.0~90.0 ℃ 、101.33 kPa 条件下， 反应 25.0h， 生成 3'-amino-N-benzylbiphenyl-3-sulfonamide
  参考文献：
  名称：

  Methylprenyl and Prenyl Protection for Sulfonamides

  摘要：

  2-Methylprenyl (MePre) is an efficient protection for sulfonamides. The acidic cleavage of this group leads to volatile by-products and the product can be obtained in high purity without additional purification. MePre group is resistant to Pd/C-catalysed hydrogenolysis at 1 atm, Suzuki-Miyaura reaction, Ni(0) catalysis conditions and oxidising reagents such as NIS and DDQ. The prenyl (Pre) group can also be used to protect sulfonamides in certain cases; however, the substrate scope is limited due to the side product formation.

  DOI：

  10.1055/s-0034-1379428

文献信息

• Methylprenyl and Prenyl Protection for Sulfonamides
  作者：Aigars Jirgensons、Anna Nikitjuka、Aleksandra Nekrasova

  DOI：10.1055/s-0034-1379428

  日期：——

  2-Methylprenyl (MePre) is an efficient protection for sulfonamides. The acidic cleavage of this group leads to volatile by-products and the product can be obtained in high purity without additional purification. MePre group is resistant to Pd/C-catalysed hydrogenolysis at 1 atm, Suzuki-Miyaura reaction, Ni(0) catalysis conditions and oxidising reagents such as NIS and DDQ. The prenyl (Pre) group can also be used to protect sulfonamides in certain cases; however, the substrate scope is limited due to the side product formation.