17,23-di-tert-butyl-26,27,28-trihydroxy-5,17-dimethylcalix<4>arene | 175349-01-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 17,23-di-tert-butyl-26,27,28-trihydroxy-5,17-dimethylcalix<4>arene
• 英文别名: 17,23-di-tert-butyl-26,27,28-trihydroxy-5,17-dimethylcalix[4]arene；11,23-ditert-butyl-5,17-dimethylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene-25,26,27-triol
• CAS: 175349-01-6
• 化学式: C₃₈H₄₄O₃
• 分子量: 548.766
• InChiKey: VWCWSGGJCXWVPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.69
• 重原子数：
  41.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  60.69
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  17,23-di-tert-butyl-26,27,28-trihydroxy-5,17-dimethylcalix<4>arene 在 三氯化铝 、 苯酚 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以86%的产率得到26,27,28-trihydroxy-5,17-dimethylcalix<4>arene
  参考文献：
  名称：

  Conformational isomers of the trimethyl ethers of monodeoxycalix[4]arenes

  摘要：

  The conformational analysis of title compounds using X-ray crystallographic analysis and molecular mechanics calculations is presented. The (u,u,d) conformer is the most stable among three possible forms. Solvent polarity plays a significant role in its conformational dynamic equilibrium. In the most stable form, the orientation of the methoxyl group of the inverted anisole ring is inside a cavity created by the remaining three aromatic rings as was found in the structure of one of the derivatives in its crystalline state. This cavity filling inward orientation of the alkoxyl group is quite a characteristic feature for the trimethyl ethers of the monodeoxycalix[4]arenes.

  DOI：

  10.1016/0040-4020(95)01047-5
• 作为产物：
  描述：

  3,5-二(溴甲基)甲苯 在 sulfonic acid 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 17,23-di-tert-butyl-26,27,28-trihydroxy-5,17-dimethylcalix<4>arene
  参考文献：
  名称：

  Conformational isomers of the trimethyl ethers of monodeoxycalix[4]arenes

  摘要：

  The conformational analysis of title compounds using X-ray crystallographic analysis and molecular mechanics calculations is presented. The (u,u,d) conformer is the most stable among three possible forms. Solvent polarity plays a significant role in its conformational dynamic equilibrium. In the most stable form, the orientation of the methoxyl group of the inverted anisole ring is inside a cavity created by the remaining three aromatic rings as was found in the structure of one of the derivatives in its crystalline state. This cavity filling inward orientation of the alkoxyl group is quite a characteristic feature for the trimethyl ethers of the monodeoxycalix[4]arenes.

  DOI：

  10.1016/0040-4020(95)01047-5