2-Acetoxy-5-[tert-butoxycarbonyl-(2,5-diacetoxy-benzyl)-amino]-benzoic acid | 188292-91-3

• 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: 2-Acetoxy-5-[tert-butoxycarbonyl-(2,5-diacetoxy-benzyl)-amino]-benzoic acid
• CAS: 188292-91-3
• 化学式: C₂₅H₂₇NO₁₀
• 分子量: 501.49
• InChiKey: YAEHQINLQDUCOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  36.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  145.74
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-Acetoxy-5-[tert-butoxycarbonyl-(2,5-diacetoxy-benzyl)-amino]-benzoic acid 在 potassium carbonate 、 三乙胺 、 焦碳酸二乙酯 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2,5-Dihydroxy-benzyl)-(3-hexylcarbamoyl-4-hydroxy-phenyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and biological activity of 5-[(2,5-dihydroxybenzyl)amino]salicylic acid analogs as inhibitors of EGF receptor-associated protein tyrosine kinase

  摘要：

  The synthesis and biological activity of a series of 5-[(2,5-dihydroxybenzyl)amino]salicylic acid derivatives (3-6) as analogs of the active partial structure (2) of the potent EGF-R tyrosine kinase inhibitor lavendustin A (1) are described. Analogs with an electron-withdrawing group in place of the carboxyl group of 2 showed activity. The N-hexylsalicylamide analog 6b (IC50 = 0.9 mu M) was about four times more potent than 2. (C) 1997, Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00014-0
• 作为产物：
  描述：

  5-[[(2,5-二羟基苯基)甲基]氨基]-2-羟基-苯甲酸 在 吡啶 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 2-Acetoxy-5-[tert-butoxycarbonyl-(2,5-diacetoxy-benzyl)-amino]-benzoic acid
  参考文献：
  名称：

  Synthesis and biological activity of 5-[(2,5-dihydroxybenzyl)amino]salicylic acid analogs as inhibitors of EGF receptor-associated protein tyrosine kinase

  摘要：

  The synthesis and biological activity of a series of 5-[(2,5-dihydroxybenzyl)amino]salicylic acid derivatives (3-6) as analogs of the active partial structure (2) of the potent EGF-R tyrosine kinase inhibitor lavendustin A (1) are described. Analogs with an electron-withdrawing group in place of the carboxyl group of 2 showed activity. The N-hexylsalicylamide analog 6b (IC50 = 0.9 mu M) was about four times more potent than 2. (C) 1997, Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00014-0