5,11,17,23-tetra-tert-butyl-25-[(ethoxycarbonyl)oxy]-26,27,28-trihydroxy-2,8,14,20-tetrathiacalix[4]arene

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 5,11,17,23-tetra-tert-butyl-25-[(ethoxycarbonyl)oxy]-26,27,28-trihydroxy-2,8,14,20-tetrathiacalix[4]arene
• 英文别名: Ethyl (5,11,17,23-tetratert-butyl-26,27,28-trihydroxy-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl) carbonate；ethyl (5,11,17,23-tetratert-butyl-26,27,28-trihydroxy-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl) carbonate
• 化学式: C₄₃H₅₂O₆S₄
• 分子量: 793.146
• InChiKey: PRNBBPJCKZGXGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.4
• 重原子数：
  53
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  197
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  溴代丙二酸二乙酯 、 4-叔丁基硫杂杯[4]芳烃 以 丙酮 为溶剂， 反应 10.0h， 以85%的产率得到5,11,17,23-tetra-tert-butyl-25-[(ethoxycarbonyl)oxy]-26,27,28-trihydroxy-2,8,14,20-tetrathiacalix[4]arene
  参考文献：
  名称：

  Selective Synthesis of Monosubstituted p-tert-Butylthiacalix[4]arene under Phase Transfer Catalysis

  摘要：

  Phase transfer catalysis (PTC) technique for lower rim alkylation of p-tert-butylthiacalix[4]arene (TCA) with diethyl bromomalonate, phenacyl bromide, N,N-diethylchloroacetamide, ethyl bromoacetate and chloroacetonitrile using K2CO3, CsOH or Na2CO3 as a base and tetraethylammonium bromide (TEAB) as catalyst in benzene has been employed. Selective synthesis of monosubstitutedp-tert-butylthiacalixarene using K2CO3 or CsOH as base has been elaborated. Unprecedented alkylation cyclization as well as arene oxidation by using of Na2CO3 as a base for alkylation ofp-tert-butylthiacalix[4]arene under PTC conditions led to the synthesis of two new p-tert-butylthiacalix[4]arene derivatives with heterocyclic bridging rings. The structures of the newly synthesized compounds were characterized by different spectroscopy methods IR, H-1 NMR, C-13 NMR, and single crystal X-ray diffraction.

  DOI：

  10.3987/com-16-13458

文献信息

• Selective Synthesis of Monosubstituted p-tert-Butylthiacalix[4]arene under Phase Transfer Catalysis
  作者：Omran A. Omran

  DOI：10.3987/com-16-13458

  日期：——

  Phase transfer catalysis (PTC) technique for lower rim alkylation of p-tert-butylthiacalix[4]arene (TCA) with diethyl bromomalonate, phenacyl bromide, N,N-diethylchloroacetamide, ethyl bromoacetate and chloroacetonitrile using K2CO3, CsOH or Na2CO3 as a base and tetraethylammonium bromide (TEAB) as catalyst in benzene has been employed. Selective synthesis of monosubstitutedp-tert-butylthiacalixarene using K2CO3 or CsOH as base has been elaborated. Unprecedented alkylation cyclization as well as arene oxidation by using of Na2CO3 as a base for alkylation ofp-tert-butylthiacalix[4]arene under PTC conditions led to the synthesis of two new p-tert-butylthiacalix[4]arene derivatives with heterocyclic bridging rings. The structures of the newly synthesized compounds were characterized by different spectroscopy methods IR, H-1 NMR, C-13 NMR, and single crystal X-ray diffraction.