tris[2,4-dibromo-6-[(2-methylpropan-2-yl)oxycarbonyl]phenyl] benzene-1,3,5-tricarboxylate | 144181-07-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: tris[2,4-dibromo-6-[(2-methylpropan-2-yl)oxycarbonyl]phenyl] benzene-1,3,5-tricarboxylate
• CAS: 144181-07-7
• 化学式: C₄₂H₃₆Br₆O₁₂
• 分子量: 1212.16
• InChiKey: COTWDDQJKXYEML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.79
• 重原子数：
  60.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  157.8
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  tris[2,4-dibromo-6-[(2-methylpropan-2-yl)oxycarbonyl]phenyl] benzene-1,3,5-tricarboxylate 在 三氟乙酸 作用下， 反应 1.0h， 以82%的产率得到trimesoyl tris(3,5-dibromosalicylate)
  参考文献：
  名称：

  Trimesoyltris(3,5-dibromosalicylate): specificity of reactions of a trifunctional acylating agent with hemoglobin

  摘要：

  Trimesoyltris(3,5-dibromosalicylate)(TTDS) was prepared and evaluated as a trifunctional site-directed protein cross-linking reagent. It is synthesized by reaction of trimesoyl chloride with tert-butyl 3,5-dibromosalicylate, followed by deprotection with trifluoroacetic acid. TTDS reacts with the deoxy form of human hemoglobin A and with carbonmonoxyhemoglobin to produce amides from the epsilon-amino groups of Lys-82 of each of the beta chains of hemoglobin. The third 3,5-dibromosalicylate ester group from TTDS reacts much more slowly, principally undergoing hydrolysis. Minor products include materials with alpha-chain modification and triply linked trimesoyl (beta82Lys, beta1Val, beta'82Lys)hemoglobin. Comparison of these results with results from other reagents indicates that the nature of the leaving group and the structure of the acylating core control the observed specificity.

  DOI：

  10.1021/ja00050a005
• 作为产物：
  描述：

  1,3,5-苯三甲酰氯 、 tert-butyl 3,5-dibromosalicylate 在 potassium tert-butylate 作用下， 生成 tris[2,4-dibromo-6-[(2-methylpropan-2-yl)oxycarbonyl]phenyl] benzene-1,3,5-tricarboxylate
  参考文献：
  名称：

  Trimesoyltris(3,5-dibromosalicylate): specificity of reactions of a trifunctional acylating agent with hemoglobin

  摘要：

  Trimesoyltris(3,5-dibromosalicylate)(TTDS) was prepared and evaluated as a trifunctional site-directed protein cross-linking reagent. It is synthesized by reaction of trimesoyl chloride with tert-butyl 3,5-dibromosalicylate, followed by deprotection with trifluoroacetic acid. TTDS reacts with the deoxy form of human hemoglobin A and with carbonmonoxyhemoglobin to produce amides from the epsilon-amino groups of Lys-82 of each of the beta chains of hemoglobin. The third 3,5-dibromosalicylate ester group from TTDS reacts much more slowly, principally undergoing hydrolysis. Minor products include materials with alpha-chain modification and triply linked trimesoyl (beta82Lys, beta1Val, beta'82Lys)hemoglobin. Comparison of these results with results from other reagents indicates that the nature of the leaving group and the structure of the acylating core control the observed specificity.

  DOI：

  10.1021/ja00050a005