4-(4-(4-(4-allyloxy-3-methoxybenzyloxy)-3-(N-benzyl-N-ethylamino)benzyloxy)-3-(N-3,5-dibenzyloxybenzyl-N-ethylamino)-benzyloxy)-3-((N-3,5-bis-(3,5-dibenzyloxybenzyloxy)benzyl)-N-ethylamino)benzyl alcohol | 1241949-05-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-(4-(4-allyloxy-3-methoxybenzyloxy)-3-(N-benzyl-N-ethylamino)benzyloxy)-3-(N-3,5-dibenzyloxybenzyl-N-ethylamino)-benzyloxy)-3-((N-3,5-bis-(3,5-dibenzyloxybenzyloxy)benzyl)-N-ethylamino)benzyl alcohol
• 英文别名: [4-[[4-[[3-[Benzyl(ethyl)amino]-4-[(3-methoxy-4-prop-2-enoxyphenyl)methoxy]phenyl]methoxy]-3-[[3,5-bis(phenylmethoxy)phenyl]methyl-ethylamino]phenyl]methoxy]-3-[[3,5-bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]phenyl]methyl-ethylamino]phenyl]methanol
• CAS: 1241949-05-2
• 化学式: C₁₁₅H₁₁₃N₃O₁₄
• 分子量: 1761.17
• InChiKey: NSVSJQHFLAZUIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.7
• 重原子数：
  132
• 可旋转键数：
  50
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  150
• 氢给体数：
  1
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  对硝基苯酚 、 4-(4-(4-(4-allyloxy-3-methoxybenzyloxy)-3-(N-benzyl-N-ethylamino)benzyloxy)-3-(N-3,5-dibenzyloxybenzyl-N-ethylamino)-benzyloxy)-3-((N-3,5-bis-(3,5-dibenzyloxybenzyloxy)benzyl)-N-ethylamino)benzyl alcohol 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到4-(4-(4-(4-allyloxy-3-methoxybenzyloxy)-3-(N-benzyl-N-ethylamino)benzyloxy)-3-(N-3,5-dibenzyloxybenzyl-N-ethylamino)-benzyloxy)-3-((N-3,5-bis-(3,5-dibenzyloxybenzyloxy)benzyl)-N-ethylamino)benzyl alcohol 4-nitrophenyl ether
  参考文献：
  名称：

  Improved Iterative Synthesis of Linearly Disassembling Dendrons

  摘要：

  We report a significant improvement in the synthesis of disassembling dendritic structures by using 4-hydroxy-3-nitrobenzoic acid as the building block. We have prepared multigram quantities of first-through third-generation linearly disassembling dendrons containing a [3-N,4-O]-benzylaryl ether disassembly pathway, capped by a vanillin-derived phenyl allyl ether trigger, and a p-nitrophenoxy (PNP) reporter group. The disassembly process of these materials was initiated by allyl deprotection and monitored by the absorbance of the PNP reporter unit in the UV-vis. Modification of the disassembly conditions for the ally] trigger resulted in decreased disassembly times, decreased incubation time for onset of disassembly from minutes to seconds, and allowed observation of indicative rate differences between generations not seen with the previously reported conditions.

  DOI：

  10.1021/jo1009849
• 作为产物：
  描述：

  ethyl 4-(4-(4-(4-allyloxy-3-methoxybenzyloxy)-3-(N-benzyl-N-ethylamino)benzyloxy)-3-(N-3,5-dibenzyloxybenzyl-N-ethylamino)benzyloxy)-3-((N-3,5-bis-(3,5-dibenzyloxybenzyloxy)-benzyl)-N-ethylamino)benzoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到4-(4-(4-(4-allyloxy-3-methoxybenzyloxy)-3-(N-benzyl-N-ethylamino)benzyloxy)-3-(N-3,5-dibenzyloxybenzyl-N-ethylamino)-benzyloxy)-3-((N-3,5-bis-(3,5-dibenzyloxybenzyloxy)benzyl)-N-ethylamino)benzyl alcohol
  参考文献：
  名称：

  Improved Iterative Synthesis of Linearly Disassembling Dendrons

  摘要：

  We report a significant improvement in the synthesis of disassembling dendritic structures by using 4-hydroxy-3-nitrobenzoic acid as the building block. We have prepared multigram quantities of first-through third-generation linearly disassembling dendrons containing a [3-N,4-O]-benzylaryl ether disassembly pathway, capped by a vanillin-derived phenyl allyl ether trigger, and a p-nitrophenoxy (PNP) reporter group. The disassembly process of these materials was initiated by allyl deprotection and monitored by the absorbance of the PNP reporter unit in the UV-vis. Modification of the disassembly conditions for the ally] trigger resulted in decreased disassembly times, decreased incubation time for onset of disassembly from minutes to seconds, and allowed observation of indicative rate differences between generations not seen with the previously reported conditions.

  DOI：

  10.1021/jo1009849