5,11,17,23-tetra-tert-butyl-25,26,27,28-tetra{4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]butoxy}-2,8,14,20-tetrathiacalix[4]arene | 958301-67-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetra{4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]butoxy}-2,8,14,20-tetrathiacalix[4]arene
• 英文别名: 2-Methyl-5-[4-[[5,11,17,23-tetratert-butyl-26,27,28-tris[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]butoxy]-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]oxy]butylsulfanyl]-1,3,4-thiadiazole；2-methyl-5-[4-[[5,11,17,23-tetratert-butyl-26,27,28-tris[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]butoxy]-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]oxy]butylsulfanyl]-1,3,4-thiadiazole
• CAS: 958301-67-2
• 化学式: C₆₈H₈₈N₈O₄S₁₂
• 分子量: 1466.29
• InChiKey: YTKVACZBSWBYHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.2
• 重原子数：
  92
• 可旋转键数：
  32
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  455
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为产物：
  描述：

  5,11,17,23-tetra-tert-butyl-25,26,27,28-tetra(4-bromobutoxy)-2,8,14,20-tetrathiacalix[4]arene 、 2-巯基-5-甲基-1,3,4-噻二唑 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 38.0h， 以74%的产率得到5,11,17,23-tetra-tert-butyl-25,26,27,28-tetra{4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]butoxy}-2,8,14,20-tetrathiacalix[4]arene
  参考文献：
  名称：

  Synthesis and structure of thiacalix[4]arene derivatives bearing thiadiazole functional groups at lower rims

  摘要：

  The p-tert-butylthiacalix[4]arene (1) was firstly alkylated with 1, 3-dibromopropane and 1,4-dibromobutane to give thiacalix[4]arene derivatives (2a and 2b) in the presence of potassium carbonate, respectively. A series of p-tert-butylthiacalix[4]arene derivatives (3a, 3b, 4a, 4b) which append thiadiazole groups at the lower rims were easily synthesized in good yields by the reaction of tetrabromoalkoxythiacalix[4]arene intermediates 2 with 2-mercaptothiadiazole compounds in the presence of potassium carbonate. All new compounds were characterized by H-1 NMR, C-13 NMR, IR, MS, elemental analysis and X-ray diffraction on single crystals of 2b, 3b.

  DOI：

  10.1016/s0385-5414(07)81096-3

文献信息

• Synthesis and structure of thiacalix[4]arene derivatives bearing thiadiazole functional groups at lower rims
  作者：B ZHAO、Z ZHOU、Z YAN

  DOI：10.1016/s0385-5414(07)81096-3

  日期：2007.10.1

  The p-tert-butylthiacalix[4]arene (1) was firstly alkylated with 1, 3-dibromopropane and 1,4-dibromobutane to give thiacalix[4]arene derivatives (2a and 2b) in the presence of potassium carbonate, respectively. A series of p-tert-butylthiacalix[4]arene derivatives (3a, 3b, 4a, 4b) which append thiadiazole groups at the lower rims were easily synthesized in good yields by the reaction of tetrabromoalkoxythiacalix[4]arene intermediates 2 with 2-mercaptothiadiazole compounds in the presence of potassium carbonate. All new compounds were characterized by H-1 NMR, C-13 NMR, IR, MS, elemental analysis and X-ray diffraction on single crystals of 2b, 3b.