1,1-di-p-tolyl-3-(trimethylsilyl)prop-2-yn-1-ol | 328918-13-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1,1-di-p-tolyl-3-(trimethylsilyl)prop-2-yn-1-ol
• CAS: 328918-13-4
• 化学式: C₂₀H₂₄OSi
• 分子量: 308.495
• InChiKey: JGQPZYUNKQBGDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,1-di-p-tolyl-3-(trimethylsilyl)prop-2-yn-1-ol 在 copper(l) iodide 、 sodium hydride 、 三乙胺 、 乙酰氯 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 2.0h， 生成 N-phenyl-N'-[[1-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethyl]triazol-4-yl]-bis(p-tolyl)methoxy]octanediamide
  参考文献：
  名称：

  Design of pH responsive clickable prodrugs applied to histone deacetylase inhibitors: A new strategy for anticancer therapy

  摘要：

  The aim of this study was to develop clickable prodrugs bearing a tunable pH responsive linker designed for acidic pH-mediated release of histone deacetylase inhibitors. HDACi are an important class of molecules belonging to the epigenetic modulators used for innovative cancer strategies. The behavior of these prodrugs was determined by a bioluminescence resonance energy transfer assay in living tumor cells. This work demonstrated that this innovative type of clickable prodrugs entered cancer cells and showed restored anti proliferative properties attributed to the effective release of the HDAC inhibitors. A correlation between kinetic studies, dose responses, and biological activities was obtained, making such clickable prodrugs good candidates for new strategies in epigenetic-oriented anticancer therapies. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ejpb.2013.03.006
• 作为产物：
  描述：

  对甲基苯甲酰氯 在 aluminum (III) chloride 、 正丁基锂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1,1-di-p-tolyl-3-(trimethylsilyl)prop-2-yn-1-ol
  参考文献：
  名称：

  Design of pH responsive clickable prodrugs applied to histone deacetylase inhibitors: A new strategy for anticancer therapy

  摘要：

  The aim of this study was to develop clickable prodrugs bearing a tunable pH responsive linker designed for acidic pH-mediated release of histone deacetylase inhibitors. HDACi are an important class of molecules belonging to the epigenetic modulators used for innovative cancer strategies. The behavior of these prodrugs was determined by a bioluminescence resonance energy transfer assay in living tumor cells. This work demonstrated that this innovative type of clickable prodrugs entered cancer cells and showed restored anti proliferative properties attributed to the effective release of the HDAC inhibitors. A correlation between kinetic studies, dose responses, and biological activities was obtained, making such clickable prodrugs good candidates for new strategies in epigenetic-oriented anticancer therapies. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ejpb.2013.03.006

文献信息

• Synthesis of Acrylonitriles through an FeCl₃-Catalyzed Domino Propargylic Substitution/Aza-Meyer-Schuster Rearrangement Sequence
  作者：Lu Hao、Feng Wu、Zong-Cang Ding、Su-Xia Xu、Yan-Li Ma、Li Chen、Zhuang-Ping Zhan

  DOI：10.1002/chem.201200763

  日期：2012.5.21

  Nontoxic cyanide source: An unprecedented route to acrylonitriles by employing propargylic alcohols and para‐tolylsulfonohydrazide as a combined cyano source has been developed (see scheme). This efficient and practical cyanation reaction proceeds through an FeCl3‐catalyzed domino propargylic substitution/aza‐Meyer–Schuster rearrangement sequence, the rearrangement process of which is reported for

  无毒氰化物来源：通过使用炔丙醇和对甲苯磺酰磺酰肼作为组合氰化物来源，开发了一条通往丙烯腈的前所未有的途径（参见方案）。这种高效，实用的氰化反应是通过FeCl 3催化的多米诺炔丙基取代/氮杂-迈耶-舒斯特重排序列进行的，该重排过程是首次报道。
• Unified Radical Sulfonylative-Annulation of 1,6-Enynols with Sodium Sulfinates: A Modular Synthesis of 2,3-Disubstituted Benzoheteroles
  作者：Raju Jannapu Reddy、Arram Haritha Kumari、Gamidi Rama Krishna

  DOI：10.1021/acs.joc.2c02696

  日期：2023.2.3

  benzoheteroles in good to high yields. Moreover, a three-component coupling of 1,6-enynols, aryldiazonium salts, and Na2S2O5 (as an SO2 surrogate) has been achieved to deliver benzoheterole derivatives in moderate to good yields. Of note, a scalable reaction and late-stage synthetic transformations were successfully demonstrated. A plausible mechanism is also presented based on the existing experimental results

  Benzoheteroles 是药物化学中有价值的支架，但 3-乙烯基 benzoheterole 类似物的直接合成仍未探索。一种合理设计的新型含 1,6-烯炔的炔丙醇已制备用于 3-烯基苯并杂环的模块化合成。实现了 1,6-烯醇与亚磺酸钠的银催化级联自由基磺酰化环化反应，以高收率获得各种 2,3-二取代苯并杂环化合物。此外，1,6-烯醇、芳基重氮盐和 Na 2 S 2 O 5的三组分偶联（作为 SO 2替代品）已经实现以中等到良好的收率提供苯并杂环衍生物。值得注意的是，成功展示了可扩展的反应和后期合成转化。还根据现有实验结果和对照实验提出了一种似是而非的机制。