1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dibromo-vinyl)-benzene | 187803-41-4

• 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: 1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dibromo-vinyl)-benzene
• CAS: 187803-41-4
• 化学式: C₂₀H₃₄Br₂O₂Si₂
• 分子量: 522.468
• InChiKey: UOCXGNIZKRAILJ-UHFFFAOYSA-N

物化性质

• 沸点：
  434.4±45.0 °C(Predicted)
• 密度：
  1.230±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.54
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dibromo-vinyl)-benzene 在 正丁基锂 、 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 6.58h， 生成 10-[3,5-Bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]deca-1,3,5,7,9-pentaynyl-trimethylsilane
  参考文献：
  名称：

  End-Cap Stabilized Oligoynes: Model Compounds for the Linear sp Carbon Allotrope Carbyne

  摘要：

  Three series of differently 3,5-disubstituted alpha,omega-diphenylpolyynes Ar-(CdropC)(n)-Ar (n=2, 4, 6, 8, 10) were synthesized under optimized Cadiot-Chodkiewicz conditions, isolated and completely characterized. These compounds can be considered as model substances for the hypothetical one-dimensional carbon allotrope carbyne C, The longest sp-carbon chain contains 20 atoms and is therefore the longest, purely organic polyyne studied with NMR techniques. Extinction coefficients over 600000m(-1)cm(-1) represent the highest measured quantitative values for that compound class so far. Comparisons with previous investigations and electrochemical studies allow the assignment of absorption for both wavelength regions structuring the UV/Vis spectra. Based on the trends in the spectroscopic behaviour of those molecules with increasing chain length. electronic as well as the NMR properties of carbyne are predicted, in line with our previously reported results. The observed stability mise the. properties pro synthesis of even longer polyynes.

  DOI：

  10.1002/1521-3765(20020118)8:2<408::aid-chem408>3.0.co;2-l
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 咪唑 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 12.58h， 生成 1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dibromo-vinyl)-benzene
  参考文献：
  名称：

  Rooperol 和类似物的可扩展合成和癌细胞细胞毒性

  摘要：

  植物多酚，例如源自非洲马铃薯 (Hypoxis hemerocallidea) 的双儿茶酚 rooperol，可以显示出有希望的抗癌活性，但代谢速度很快。开始一项计划以系统地检查 rooperol 中儿茶酚环的潜在代谢更稳定的替代物，我们在此报告了 rooperol 和类似物的一般、可扩展的合成，该合成方法建立在我们之前的合成方法的基础上，结合了关键的 Pd 催化脱羧偶联策略。使用这种方法，我们制备并评估了rooperol 和一系列类似物的癌细胞细胞毒性。虽然这里检查的类似物在阻止癌细胞生长方面都没有优于鲁哌醇，

  DOI：

  10.3390/molecules27061792

文献信息

• Synthesis and Antimicrobial Activity of δ-Viniferin Analogues and Isosteres
  作者：Luce Micaela Mattio、Cecilia Pinna、Giorgia Catinella、Loana Musso、Kasandra Juliet Pedersen、Karen Angeliki Krogfelt、Sabrina Dallavalle、Andrea Pinto

  DOI：10.3390/molecules26247594

  日期：——

  identified as a promising antimicrobial agent. To define the structural elements relevant to its activity, we modified the styryl moiety, appended at C5 of the benzofuran ring. In this paper, we report the construction of stilbenoid-derived 2,3-diaryl-5-substituted benzofurans, which allowed us to prepare a focused collection of dehydro-δ-viniferin analogues. The antimicrobial activity of the synthesized

  天然二苯乙烯脱氢-δ-葡萄素含有苯并呋喃核心，最近被认为是一种有前途的抗菌剂。为了定义与其活性相关的结构元素，我们修饰了苯并呋喃环 C5 处的苯乙烯基部分。在本文中，我们报告了二苯乙烯衍生的 2,3-二芳基-5-取代苯并呋喃的构建，这使我们能够制备一系列脱氢-δ-葡萄苷类似物。评估了合成化合物针对金黄色葡萄球菌ATCC29213 的抗菌活性。简化的类似物 5,5'-(2-(4-羟基苯基)苯并呋喃-3,5-二基)双(苯-1,3-二醇)，通过三步从 4-溴-2-碘苯酚 (63%总产率），成为进一步研究的有希望的候选者（MIC = 4 µg/mL）。
• Synthesis, electrochemistry and anticancer activity of novel ferrocenyl phenols prepared via azide-alkyne 1,3-cycloaddition reaction
  作者：Damian Plażuk、Błażej Rychlik、Andrzej Błauż、Sławomir Domagała

  DOI：10.1016/j.jorganchem.2012.05.042

  日期：2012.9

  A series of monophenols and diphenols containing the ferrocene-C-triazolyl and ferrocene-N-triazolyl bond were prepared in a cycloaddition reaction of ethynylferrocene with aryl and benzyl azides and in a reaction of azidoferrocene with phenylacetylenes, respectively. The anticancer activity of the prepared compounds against hormone-dependent (MCF-7) and hormone-independent (HCC38) breast cancer cell lines was studied. The investigated compounds exhibited moderate anticancer activity against hormone-independent (IC50 similar to 15-48 mu M) cancer cell line and low activity against hormone-dependent cancer cell line (IC50 similar to 84-98 mu M). (C) 2012 Elsevier B. V. All rights reserved.