4,6,16,18-tetrahydroxy-10,12,22,24-tetrakis(dipropoxyphosphoryloxy)-2,8,14,20-tetramethylcalix[4]resorcinarene | 160300-53-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: 4,6,16,18-tetrahydroxy-10,12,22,24-tetrakis(dipropoxyphosphoryloxy)-2,8,14,20-tetramethylcalix[4]resorcinarene
• 英文别名: dipropyl [6,16,18-tris(dipropoxyphosphoryloxy)-10,12,22,24-tetrahydroxy-2,8,14,20-tetramethyl-4-pentacyclo[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-dodecaenyl] phosphate
• CAS: 160300-53-8
• 化学式: C₅₆H₈₄O₂₀P₄
• 分子量: 1201.17
• InChiKey: XIMKSJVCPGHIAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.79
• 重原子数：
  80.0
• 可旋转键数：
  32.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  259.96
• 氢给体数：
  4.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  4,6,16,18-tetrahydroxy-10,12,22,24-tetrakis(dipropoxyphosphoryloxy)-2,8,14,20-tetramethylcalix[4]resorcinarene 以90%的产率得到
  参考文献：
  名称：

  Kaltschenko W. I., Shiwanjuk A. N., Pirozhenko W. W., Markowskiii L. N., Zh. obshh. khimii, 64 (1994) N 9, S 1562-1563

  摘要：

  DOI：
• 作为产物：
  描述：

  Calix[4]resorcinarene 、 亚磷酸酯二正丙脂 在 三乙胺 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 10.0h， 以32%的产率得到4,6,16,18-tetrahydroxy-10,12,22,24-tetrakis(dipropoxyphosphoryloxy)-2,8,14,20-tetramethylcalix[4]resorcinarene
  参考文献：
  名称：

  Kal'chenko, V.I.; Rudkievich, D.M.; Shivanyuk, A.N., Russian Journal of General Chemistry, 1994, vol. 64, # 5.1, p. 663 - 672

  摘要：

  DOI：

文献信息

• Synthesis, Conformation, and Binding Properties of Resorcarene Tetrasulfonates. Asymmetric Reorganization of Pendant Sulfonyl Groups via Intramolecular SO- - -H−O Hydrogen Bonds
  作者：Oleg Lukin、Alexander Shivanyuk、Vladimir V. Pirozhenko、Ivan F. Tsymbal、Vitaly I. Kalchenko

  DOI：10.1021/jo981751a

  日期：1998.12.1

  The regioselective reaction of resorcarene octaols 1 with 4 equiv of arylsulfonyl chlorides and Et3N in MeCN gives in 30-60% yield the C-2v symmetrical tetrasulfonates 3. The mild electrophilic substitution (aminomethylation, bromination) of resorcarene tetrasulfonates 3 and tetraphosphates 2 takes place only in the 2-positions of unsubstituted resorcinol rings yielding distally disubstituted resorcarenes 4. The acylation of hydroxy groups in compounds 2 and 3 gives C-2v symmetrical octaesters 5 including large resorcarene tetracrown-ethers. In the minimized boat conformation of tetrasulfonates 3 the two unsubstituted resorcinol rings are vertical and the sulfonyl fragments are arranged in a C-2 symmetrical manner via intramolecular S=O- - -H-O hydrogen bonds. This structure is proved by NMR and IR spectroscopy. In the case of tetrasulfonate 3c the two enantiomeric conformations interconvert in CDCl3 with Delta G* = 11.6 kcal/mol. This is in agreement with the Delta E* value predicted by molecular mechanics in vacuo.
• Kaltschenko W. I., Rudkewitsch D. M., Shiwanjuk A. N., Chymbal I. F., Pir+, Zh. obshh. khimii, 64 (1994) N 5, S 731-742
  作者：Kaltschenko W. I., Rudkewitsch D. M., Shiwanjuk A. N., Chymbal I. F., Pir+

  DOI：——

  日期：——