4-(((3,5-dimethylbenzyl)(methyl)amino)methyl)benzyl 3,5-dimethylbenzoate compound with 6,7,9,10,12,13,20,21,23,24,26,27-dodecahydrodibenzo[b,n][1,4,7,10,13,16,19,22]octaoxacyclotetracosine (1:1) | 1018363-79-5

• 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-(((3,5-dimethylbenzyl)(methyl)amino)methyl)benzyl 3,5-dimethylbenzoate compound with 6,7,9,10,12,13,20,21,23,24,26,27-dodecahydrodibenzo[b,n][1,4,7,10,13,16,19,22]octaoxacyclotetracosine (1:1)
• CAS: 1018363-79-5
• 化学式: C₂₄H₃₂O₈*C₂₇H₃₁NO₂
• 分子量: 850.062
• InChiKey: FNRZZUGMCQUSPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.89
• 重原子数：
  62.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  103.38
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  4-(((3,5-dimethylbenzyl)(methyl)amino)methyl)benzyl 3,5-dimethylbenzoate compound with 6,7,9,10,12,13,20,21,23,24,26,27-dodecahydrodibenzo[b,n][1,4,7,10,13,16,19,22]octaoxacyclotetracosine (1:1) 、 三氯乙酸 以 氯仿 为溶剂， 以55%的产率得到
  参考文献：
  名称：

  Thermoresponsive Shuttling of Rotaxane Containing Trichloroacetate Ion

  摘要：

  A thermoresponsive rotaxane shuttling system was developed with a trichloroacetate counteranion of an ammonium/crown ether-type rotaxane. Chemoselective thermal decomposition of the ammonium trichloroacetate moiety on the rotaxane yielded the corresponding nonionic rotaxane accompanied by a positional change of the crown ether on the axle. The rotaxane skeleton facilitated effective dissociation of the acid, markedly lowering the thermal decomposition temperature.

  DOI：

  10.1021/ol301771w
• 作为产物：
  描述：

  在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以100%的产率得到4-(((3,5-dimethylbenzyl)(methyl)amino)methyl)benzyl 3,5-dimethylbenzoate compound with 6,7,9,10,12,13,20,21,23,24,26,27-dodecahydrodibenzo[b,n][1,4,7,10,13,16,19,22]octaoxacyclotetracosine (1:1)
  参考文献：
  名称：

  Crown ether–tert-ammonium salt complex fixed as rotaxane and its derivation to nonionic rotaxane

  摘要：

  First rotaxane having tert-ammonium axle was prepared from tert-ammonium salt axle and dibenzo-24-crown-8-ether (DB24C8) wheel, suggesting that tert-ammonium salt axle forms the corresponding threaded complex with a crown ether. Same rotaxane was obtained quantitatively by N-methylation of sec-ammonium-type rotaxane. The tert-ammonium-type rotaxane was neutralized with amine base to tert-amine-type rotaxane in 100% yield, indicating the first isolation of 'nonionic' amine-type rotaxane. The reversible protonation and deprotonation of tert-amine-type rotaxane were achieved. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.02.073

文献信息

• Selective Transformation of a Crown Ether/<i>sec</i>-Ammonium Salt-Type Rotaxane to <i>N</i>-Alkylated Rotaxanes
  作者：Sakiko Suzuki、Kazuko Nakazono、Toshikazu Takata

  DOI：10.1021/ol902719m

  日期：2010.2.19

  Versatile functionalization of a crown ether/sec-ammonium salt-type rotaxane was accomplished. The rotaxane underwent reductive N-alkylation with sodium tri(acyloxy)borohydride or sodium tri(acyloxy)borohydride/arbitrary aldehyde in excellent yields. Structural switching based on reversible tert-ammonium/tert-amine conversion by acid and base was demonstrated as a pH-controlled molecular shuttle.