1,2-bis(O-cyanomethyl)-p-tert-butylthiacalix[4]arene | 678195-17-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-bis(O-cyanomethyl)-p-tert-butylthiacalix[4]arene
• 英文别名: 5,11,17,23-tetra-tert-butyl-25,26-bis(cyanomethoxy)-27,28-dihydroxythiacalix[4]arene；2-[[5,11,17,23-Tetratert-butyl-26-(cyanomethoxy)-27,28-dihydroxy-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaen-25-yl]oxy]acetonitrile
• CAS: 678195-17-0
• 化学式: C₄₄H₅₀N₂O₄S₄
• 分子量: 799.156
• InChiKey: CBBNTHMPLLSMMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.8
• 重原子数：
  54
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  208
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,2-bis(O-cyanomethyl)-p-tert-butylthiacalix[4]arene 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以13%的产率得到25,26-bis(2-aminoethoxy)-5,11,17,23-tetra-tert-butyl-27,28-dihydroxythiacalix[4]arene
  参考文献：
  名称：

  Stereoselective synthesis of all stereoisomers of vicinal and distal bis(O-2-aminoethyl)-p-tert-butylthiacalix[4]arene

  摘要：

  O,O"- and O,O'-bis(2-aminoethyl)-p-tert-butylthiacalix[4]arenes of anti conformation have been prepared by the reduction of the corresponding O,O"- and O,O'-bis(cyanomethyl) ethers. Their syn-O,O"- and O,O'-counterparts have been prepared by alternative routes via the Mitsunobu reaction of thiacalix[4]arene with N-(2-hydroxyethyl)phthalimide and the reduction of a O,O'-disiloxanediyl-bridged O",O"'-bis(cyanomethyl) ether of 1,2-alternate conformation, respectively. These products are expected to serve as useful precursors of highly elaborated synthetic receptors, including biscalixarenes. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.035
• 作为产物：
  描述：

  5,11,17,23-tetra-tert-butyl-25,26-bis(cyanomethoxy)-27,28-(2,2,4,4-tetraisopropyl-1,3,5-trioxa-2,4-disilapentane-1,5-diyl)thiacalix[4]arene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以92%的产率得到1,2-bis(O-cyanomethyl)-p-tert-butylthiacalix[4]arene
  参考文献：
  名称：

  Stereoselective synthesis of all stereoisomers of vicinal and distal bis(O-2-aminoethyl)-p-tert-butylthiacalix[4]arene

  摘要：

  O,O"- and O,O'-bis(2-aminoethyl)-p-tert-butylthiacalix[4]arenes of anti conformation have been prepared by the reduction of the corresponding O,O"- and O,O'-bis(cyanomethyl) ethers. Their syn-O,O"- and O,O'-counterparts have been prepared by alternative routes via the Mitsunobu reaction of thiacalix[4]arene with N-(2-hydroxyethyl)phthalimide and the reduction of a O,O'-disiloxanediyl-bridged O",O"'-bis(cyanomethyl) ether of 1,2-alternate conformation, respectively. These products are expected to serve as useful precursors of highly elaborated synthetic receptors, including biscalixarenes. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.035