tert-butyl (2-((trimethylsilyl)ethynyl)benzyl)carbamate | 405198-85-8

• 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: tert-butyl (2-((trimethylsilyl)ethynyl)benzyl)carbamate
• 英文别名: tert-Butyl 2-((trimethylsilyl)ethynyl)benzylcarbamate；tert-butyl N-[[2-(2-trimethylsilylethynyl)phenyl]methyl]carbamate
• CAS: 405198-85-8
• 化学式: C₁₇H₂₅NO₂Si
• 分子量: 303.476
• InChiKey: NVHLMXPCFNWJBG-UHFFFAOYSA-N

物化性质

• 沸点：
  395.0±42.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-((trimethylsilyl)ethynyl)benzyl)carbamate 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以94%的产率得到2-乙炔苯氨甲酸叔丁酯
  参考文献：
  名称：

  苯并[c]-菲啶的“黄金”级联环化

  摘要：

  合适的取代：报道了使用金催化合成高度取代的六元 N-杂环。使用不同取代的炔烃系统作为起始材料的应用级联反应以非常高的总产率提供相应的苯并[ c ]菲啶。此外，研究了两个 π 扩展分子作为有机薄膜晶体管中的有机半导体。

  DOI：

  10.1002/chem.202102134
• 作为产物：
  描述：

  2-碘苄胺 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 tert-butyl (2-((trimethylsilyl)ethynyl)benzyl)carbamate
  参考文献：
  名称：

  Cyclization reactions of 2-alkynylbenzyl alcohol and 2-alkynylbenzylamine derivatives promoted by tetrabutylammonium fluoride

  摘要：

  The regioselectivity of the cyclization reaction of 2-ethynylbenzyl alcohol and 2-ethynylbenzylamine derivatives promoted by TBAF was investigated. Six-membered ring derivatives were obtained from the compounds, which have a butyl group on the triple bond. Whereas five-membered ring products were afforded from the substrates having hydrogen or aromatic substituents. on the acetylene moiety. It was also concluded that both the tetrabutylammonium cation and fluoride anion were essential for the cyclization. Thus, the actual mechanism and catalytic cycle were also suggested. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00991-7

文献信息

• Chemistry and folding of photomodulable peptides – stilbene and thioaurone-type candidates for conformational switches
  作者：Máté Erdélyi、Miranda Varedian、Christian Sköld、Ida B. Niklasson、Johanna Nurbo、Åsa Persson、Jonas Bergquist、Adolf Gogoll

  DOI：10.1039/b812001c

  日期：——

  Optimized synthetic strategies for the preparation of photoswitchable molecular scaffolds based on stilbene or on thioaurone chromophores and their conformationally directing properties, as studied by computations and by NMR spectroscopy, are addressed. For the stilbene peptidomimetics 1, 2 and 3, the length of connecting linkers between the chromophore and the peptide strands was varied, resulting in photochromic dipeptidomimetics with various flexibility. Building blocks of higher rigidity, based on para-substituted thioaurone (4 and 6) and meta-substituted thioaurone chromophores (5 and 7) are shown to have a stronger conformationally directing effect. Design, synthesis, theoretical and experimental conformational analyses are presented.

  以芪或硫代金酮为发色团的优化合成策略，用于制备光控分子骨架及其构象导向性质，通过计算和核磁共振波谱学进行了研究。对于芪类拟肽1、2和3，连接发色团与肽链之间的连接链长度有所变化，从而产生了具有不同柔韧性的光致变色二肽拟肽。基于对位取代硫代金酮（4和6）和间位取代硫代金酮发色团（5和7）的更高刚性构建单元显示出更强的构象导向效应。介绍了设计、合成、理论和实验构象分析。
• Synthesis of N-Heteroaromatic Compounds through Cyclocarbonylative Sonogashira Reactions
  作者：Laura Antonella Aronica、Gianluigi Albano、Luca Giannotti、Elisa Meucci

  DOI：10.1002/ejoc.201601392

  日期：2017.2.3

  A one‐step synthesis of functionalised isoindolines and dihydrobenzoazepines was developed through copper‐free, palladium‐catalysed cyclocarbonylative Sonogashira reactions between tosylamides and iodoarenes.

  通过甲苯磺酰胺和碘代芳烃之间无铜，钯催化的环羰基Sonogashira反应，一步一步合成了官能化的二氢吲哚啉和二氢苯并氮杂s。