8⁴,1⁴-dimethylsulfanyl-7³,6²,5³,4²,3³,2²-hexa(tert-butoxycarbonylmethoxy)-p-octiphenyl | 256387-80-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 8⁴,1⁴-dimethylsulfanyl-7³,6²,5³,4²,3³,2²-hexa(tert-butoxycarbonylmethoxy)-p-octiphenyl
• 英文别名: Tert-butyl 2-[5-[3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-[3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-[3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-(4-methylsulfanylphenyl)phenyl]phenyl]phenyl]phenyl]phenyl]-2-(4-methylsulfanylphenyl)phenoxy]acetate；tert-butyl 2-[5-[3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-[3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-[3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-(4-methylsulfanylphenyl)phenyl]phenyl]phenyl]phenyl]phenyl]-2-(4-methylsulfanylphenyl)phenoxy]acetate
• CAS: 256387-80-1
• 化学式: C₈₆H₉₈O₁₈S₂
• 分子量: 1483.85
• InChiKey: PWBAGDDKPZRNKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.6
• 重原子数：
  106
• 可旋转键数：
  39
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  264
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  8⁴,1⁴-dimethylsulfanyl-7³,6²,5³,4²,3³,2²-hexa(tert-butoxycarbonylmethoxy)-p-octiphenyl 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis of Multiply Substituted, Ion Channel Forming Octi(p-phenylene)s:  Theme and Variations

  摘要：

  [GRAPHICS]To facilitate the access to unique models for biological processes, we examined six different synthetic routes to octi(p-phenylene) rods with lateral and terminal substitutents R-L and R-T. This systematic study allowed us to increase to overall yield for the synthesis of a new class of oligo(p-phenylene) ionophores about 20 times and to provide general insights into the practicability of synthetic routes to multiply substituted molecular rods.

  DOI：

  10.1021/ol991210n
• 作为产物：
  描述：

  4,4,5,5-四甲基-2-[4-(甲基硫代)苯基]-1,3,2-二氧硼烷 、 1⁴,6⁴-diiodo-1³,2³,3²,4³,5²,6³-hexa(tert-butoxycarbonylmethoxy)-p-sexiphenyl 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium carbonate 作用下， 以 水 、 甲苯 为溶剂， 反应 12.0h， 以35%的产率得到8⁴,1⁴-dimethylsulfanyl-7³,6²,5³,4²,3³,2²-hexa(tert-butoxycarbonylmethoxy)-p-octiphenyl
  参考文献：
  名称：

  Synthesis of Multiply Substituted, Ion Channel Forming Octi(p-phenylene)s:  Theme and Variations

  摘要：

  [GRAPHICS]To facilitate the access to unique models for biological processes, we examined six different synthetic routes to octi(p-phenylene) rods with lateral and terminal substitutents R-L and R-T. This systematic study allowed us to increase to overall yield for the synthesis of a new class of oligo(p-phenylene) ionophores about 20 times and to provide general insights into the practicability of synthetic routes to multiply substituted molecular rods.

  DOI：

  10.1021/ol991210n

文献信息

• Recognition of Polarized Lipid Bilayers by <i>p</i>-Oligophenyl Ion Channels:  From Push−Pull Rods to Push−Pull Barrels
  作者：Naomi Sakai、Stefan Matile

  DOI：10.1021/ja017497c

  日期：2002.2.1

  concentrations of push-pull rod 1 are found to suffice to selectively form ion channels in polarized spherical bilayer membranes composed of egg yolk phosphatidylcholine. Exponential dependence of the ion-channel activity on membrane polarization reveals a gating charge of 0.85/channel. Independence of the activity of push-push rod 2 on membrane potential demonstrates that cell membrane recognition originates

  14-甲氧基-84-甲基磺酰基-22,33,42,53,62,73-hexa(Gla-Leu-Lys-Leu-NH2)-p-octiphenyl (1) 和 14,84 的设计、合成和评估描述了-双甲氧基-22,33,42,53,62,73-六(Gla-Leu-Lys-Leu-NH2)-对辛苯基(2)(Gla=-OCH2CO-)。发现推拉杆 1 的纳摩尔浓度足以在由蛋黄磷脂酰胆碱组成的极化球形双层膜中选择性地形成离子通道。离子通道活性对膜极化的指数依赖性显示门控电荷为 0.85/通道。推拉杆 2 的活性对膜电位的独立性表明细胞膜识别起源于推拉杆 1 中的轴向偶极子。