2-(3-bromopropoxy)-2,6-diisopropylbenzene

• 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: 2-(3-bromopropoxy)-2,6-diisopropylbenzene
• 英文别名: 2-(3-bromopropoxy)-1,3-diisopropylbenzene；2-(3-Bromopropoxy)-1,3-di(propan-2-yl)benzene
• 化学式: C₁₅H₂₃BrO
• 分子量: 299.251
• InChiKey: NKTAOFBWNAZISS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(3-bromopropoxy)-2,6-diisopropylbenzene 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以1.20 g的产率得到2-(3-Azidopropoxy)-1,3-di(propan-2-yl)benzene
  参考文献：
  名称：

  Synthesis of a Pillar[5]arene-Based [2]Rotaxane with Two Equivalent Stations via Copper(I)-Catalyzed Alkyne–Azide Cycloaddition

  摘要：

  A one-pot synthesis of pillar[5]arene-based [2]rotaxanes containing one and two stations by copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) reaction is reported. In situ formation of the two stations by two stepwise CuAAC reactions allows for the synthesis of a [2]rotaxane containing two stations with equal energy levels that exhibit shuttling of the pillar[5]arene wheel.

  DOI：

  10.1021/ol5034699
• 作为产物：
  描述：

  丙泊酚 、 1,3-二溴丙烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以68%的产率得到2-(3-bromopropoxy)-2,6-diisopropylbenzene
  参考文献：
  名称：

  Synthesis of a Pillar[5]arene-Based [2]Rotaxane with Two Equivalent Stations via Copper(I)-Catalyzed Alkyne–Azide Cycloaddition

  摘要：

  A one-pot synthesis of pillar[5]arene-based [2]rotaxanes containing one and two stations by copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) reaction is reported. In situ formation of the two stations by two stepwise CuAAC reactions allows for the synthesis of a [2]rotaxane containing two stations with equal energy levels that exhibit shuttling of the pillar[5]arene wheel.

  DOI：

  10.1021/ol5034699

文献信息

• 10.1021/acs.jmedchem.4c00252
  作者：Liu, Bing、Li, Xiaofang、Liu, Zhengyang、He, Bing、Xu, Hanyue、Cao, Jianqin、Zeng, Fantian、Feng, Haiwei、Ren, Yanwei、Li, Haoyu、Wang, Tianyu、Li, Jia、Ye, Yuting、Zhao, Li、Ran, Chongzhao、Li, Yuyan

  DOI：10.1021/acs.jmedchem.4c00252

  日期：——

  Amyloid-β oligomers (AβOs), crucial toxic proteins in early Alzheimer’s disease (AD), precede the formation of Aβ plaques and cognitive impairment. In this context, we present our iterative process for developing novel near-infrared fluorescent (NIRF) probes specifically targeting AβOs, aimed at early AD diagnosis. An initial screening identified compound 18 as being highly selective for AβOs. Subsequent

  β 淀粉样蛋白寡聚体 (AβO) 是早期阿尔茨海默病 (AD) 中的关键有毒蛋白，先于 Aβ 斑块和认知障碍的形成。在此背景下，我们介绍了开发专门针对 AβO 的新型近红外荧光 (NIRF) 探针的迭代过程，旨在早期 AD 诊断。初步筛选确定化合物18对 AβO 具有高度选择性。随后的分析表明，化合物20改善了血清稳定性，同时保留了对 AβO 的亲和力。最有前途的迭代化合物37表现出卓越的品质：对 AβO 的高亲和力、近红外区域的发射以及良好的生物相容性。值得注意的是，离体双染色表明化合物37在 AD 小鼠大脑中检测到了 AβO，体内成像实验表明化合物37可以区分 4 个月大的 AD 小鼠和年龄匹配的野生型小鼠。因此，化合物37已成为AD早期检测的有价值的NIRF探针和探索AD病理机制的有用工具。
• Synthesis of a Pillar[5]arene-Based [2]Rotaxane with Two Equivalent Stations via Copper(I)-Catalyzed Alkyne–Azide Cycloaddition
  作者：Tomoki Ogoshi、Ryo Iizuka、Daisuke Kotera、Tada-aki Yamagishi

  DOI：10.1021/ol5034699

  日期：2015.1.16

  A one-pot synthesis of pillar[5]arene-based [2]rotaxanes containing one and two stations by copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) reaction is reported. In situ formation of the two stations by two stepwise CuAAC reactions allows for the synthesis of a [2]rotaxane containing two stations with equal energy levels that exhibit shuttling of the pillar[5]arene wheel.