tert-butyl[2-(furan-2-yl)ethoxy]diphenylsilane | 738604-41-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-butyl[2-(furan-2-yl)ethoxy]diphenylsilane
• 英文别名: tert-Butyl-(2-furan-2-yl-ethoxy)-diphenyl-silane；2-[2-(tert-butyldiphenylsilyloxy)ethyl]furan；Tert-butyl-[2-(furan-2-yl)ethoxy]-diphenylsilane
• CAS: 738604-41-6
• 化学式: C₂₂H₂₆O₂Si
• 分子量: 350.533
• InChiKey: QPTALYVQLSJFAG-UHFFFAOYSA-N

物化性质

• 沸点：
  408.8±37.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  22.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl[2-(furan-2-yl)ethoxy]diphenylsilane 在 吡啶 、 4-二甲氨基吡啶 、 氧气 、 rose bengal 、 乙酸酐 作用下， 以 甲醇 为溶剂， 反应 19.33h， 生成 5-[2-(tert-butyldiphenylsilyloxy)ethyl]-5-methoxyfuran-2(5H)-one
  参考文献：
  名称：

  The Furan Approach to Oxacycles: New Entry to the Synthesis of Isodideoxynucleosides

  摘要：

  我们介绍了利用呋喃方法立体选择性合成顺式和反式构型的异核苷，从而扩大了我们的方法范围。

  DOI：

  10.1055/s-0030-1258372
• 作为产物：
  描述：

  2-(叔丁基二苯基硅氧基)乙醇 在 咪唑 、 2,2'-联吡啶 、 正丁基锂 、 碘 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl[2-(furan-2-yl)ethoxy]diphenylsilane
  参考文献：
  名称：

  The furan approach to oxacycles: synthesis of medium-size 2,3-disubstituted oxacycles

  摘要：

  We describe an efficient new approach for the synthesis of medium-size oxacycles that is based on the oxidation of a furan ring with singlet oxygen followed by an intramolecular Michael addition. This present study enlarges the scope of the furan approach strategy for the synthesis of oxepanes. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.05.035

文献信息

• Synthesis and complete assignment of the 1H and 13C NMR spectra of 6-substituted and 2,6-disubstituted pyridazin-3(2H)-ones
  作者：Pedro Besada、Tamara Costas、Noemi Vila、Carla Chessa、Carmen Terán

  DOI：10.1002/mrc.2755

  日期：2011.7

  Several pyridazin‐3(2H)‐one derivatives were synthesized starting from alkyl furans using oxidation with singlet oxygen to give 4‐methoxy or 4‐hydroxybutenolides, key intermediates of the synthetic strategy followed. For all pyridazinones reported, a complete assignment of the 1H and 13C NMR spectra using one‐ and two‐dimensional NMR spectroscopic methods, which included NOE, DEPT, COSY, HSQC and HMBC

  以烷基呋喃为原料，用单线态氧氧化得到 4-甲氧基或 4-羟基丁烯内酯，合成了几种哒嗪-3(2H)-酮衍生物，随后是合成策略的关键中间体。对于所有报道的哒嗪酮，使用一维和二维 NMR 光谱方法（包括 NOE、DEPT、COSY、HSQC 和 HMBC 实验）完成了 1H 和 13C NMR 光谱的完整分配。分析了杂环原子的化学位移与 N-2 和 C-6 上的取代基之间的相关性。版权所有 © 2011 John Wiley & Sons, Ltd.
• Photo-caged 2-butene-1,4-dial as an efficient, target-specific photo-crosslinker for covalent trapping of DNA-binding proteins
  作者：Jiahui Li、Zenghui Cui、Chaochao Fan、Yifei Zhou、Mengtian Ren、Chuanzheng Zhou

  DOI：10.1039/d3sc03719c

  日期：——

  Photo-irradiation of PBDA-modified DNA generates a long-lived intermediate that reacts selectively with Lys residues of DNA-binding proteins, leading to higher crosslink yields than traditional photo-crosslinkers such as benzophenone and diazirine.

  光照射经 PBDA 修饰的 DNA 会产生一种长效中间体，这种中间体会选择性地与 DNA 结合蛋白的 Lys 残基发生反应，从而产生比二苯甲酮和二氮丙啶等传统光交联剂更高的交联产率。
• New pyridazinone derivatives with vasorelaxant and platelet antiaggregatory activities
  作者：Tamara Costas、Pedro Besada、Alessandro Piras、Laura Acevedo、Matilde Yañez、Francisco Orallo、Reyes Laguna、Carmen Terán

  DOI：10.1016/j.bmcl.2010.09.031

  日期：2010.11

  New 6-substituted and 2,6-disubstituted pyridazinone derivatives were obtained starting from easily accessible alkyl furans by using oxidation with singlet oxygen to give 4-methoxy or 4-hydroxybutenolides, key intermediates of this synthetic strategy. The new pyridazinone derivatives have been studied as vasorelaxant and antiplatelet agents. Analysis of biological data revealed the silyl ethers (4a-i) and N,O-dibenzyl derivatives (6g-i) as the most active compounds. (C) 2010 Elsevier Ltd. All rights reserved.
• The furan approach to oxacycles: synthesis of medium-size 2,3-disubstituted oxacycles
  作者：Manuel Pérez、Pilar Canoa、Generosa Gómez、Carmen Terán、Yagamare Fall

  DOI：10.1016/j.tetlet.2004.05.035

  日期：2004.6

  We describe an efficient new approach for the synthesis of medium-size oxacycles that is based on the oxidation of a furan ring with singlet oxygen followed by an intramolecular Michael addition. This present study enlarges the scope of the furan approach strategy for the synthesis of oxepanes. (C) 2004 Elsevier Ltd. All rights reserved.
• The Furan Approach to Oxacycles: New Entry to the Synthesis of Isodideoxynucleosides
  作者：Generosa Gómez、Yagamare Fall、Pilar Canoa、Zoila Gándara、Manuel Pérez、Rafael Gago

  DOI：10.1055/s-0030-1258372

  日期：2011.2

  We describe a stereoselective synthesis of isonucleosides of cis and trans configuration using the furan approach, hence enlarging the scope of our methodology.

  我们介绍了利用呋喃方法立体选择性合成顺式和反式构型的异核苷，从而扩大了我们的方法范围。