5,11,17,23-tetra-amino-25,26,27-tripropoxy-28-(2-acetoxyethoxy)calix[4]arene | 1258840-40-2

• 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-amino-25,26,27-tripropoxy-28-(2-acetoxyethoxy)calix[4]arene
• 英文别名: 2-[(5,11,17,23-Tetraamino-26,27,28-tripropoxy-25-pentacyclo[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-dodecaenyl)oxy]ethyl acetate
• CAS: 1258840-40-2
• 化学式: C₄₁H₅₂N₄O₆
• 分子量: 696.887
• InChiKey: ARYDXWZFBPDSJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  51
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  167
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  羟基乙酸 、 5,11,17,23-tetra-amino-25,26,27-tripropoxy-28-(2-acetoxyethoxy)calix[4]arene 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 以92%的产率得到5,11,17,23-tetra(glycolyl)amino-25,26,27-tripropoxy-28-(2-acetoxyethoxy)-calix[4]arene
  参考文献：
  名称：

  Polymer supported calixarene derivative useful for solid-phase synthesis application

  摘要：

  A calix[4]arene derivative has been anchored to carboxyl CPG and TentaGel supports by an easily cleavable ester bond and DMT groups allow a simple loading evaluation via UV-vis spectroscopy. The loading of the calixarene on TentaGel resin has also been estimated by HR-MAS NMR experiments. The potential of the polymer supported calixarenes (9 and 10) in solid phase synthesis has been tested by condensation of four thymine nucleotide units onto the upper rim of the calix[4]arene skeleton. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.082
• 作为产物：
  描述：

  5,11,17,23-tetranitro-25,26,27-tripropoxy-28-(2-acetoxyethoxy)-calix[4]arene 在 palladium on carbon 、 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 50.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 以97%的产率得到5,11,17,23-tetra-amino-25,26,27-tripropoxy-28-(2-acetoxyethoxy)calix[4]arene
  参考文献：
  名称：

  Polymer supported calixarene derivative useful for solid-phase synthesis application

  摘要：

  A calix[4]arene derivative has been anchored to carboxyl CPG and TentaGel supports by an easily cleavable ester bond and DMT groups allow a simple loading evaluation via UV-vis spectroscopy. The loading of the calixarene on TentaGel resin has also been estimated by HR-MAS NMR experiments. The potential of the polymer supported calixarenes (9 and 10) in solid phase synthesis has been tested by condensation of four thymine nucleotide units onto the upper rim of the calix[4]arene skeleton. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.082

文献信息

• Design and synthesis of a multivalent fluorescent folate–calix[4]arene conjugate: cancer cell penetration and intracellular localization
  作者：Grazia Maria Letizia Consoli、Giuseppe Granata、Giorgia Fragassi、Mauro Grossi、Michele Sallese、Corrada Geraci

  DOI：10.1039/c4ob02333a

  日期：——

  Fluorescent multivalent folate–calix[4]arene–NBD selectively penetrates cancer cellsviafolate receptor-mediated endocytosis and localizes in endo-lysosomes.

  萤光多价叶酸-杯[4]芳烃-NBD通过叶酸受体介导的内吞作用选择性地穿透癌细胞，并定位于内质网溶酶体中。