5-[2-(tert-butyldiphenylsilyloxy)ethyl]-5-methoxyfuran-2(5H)-one | 738604-42-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-[2-(tert-butyldiphenylsilyloxy)ethyl]-5-methoxyfuran-2(5H)-one
• 英文别名: 5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methoxy-5H-furan-2-one；5-[2-[Tert-butyl(diphenyl)silyl]oxyethyl]-5-methoxyfuran-2-one
• CAS: 738604-42-7
• 化学式: C₂₃H₂₈O₄Si
• 分子量: 396.558
• InChiKey: IPGHEVQCIVJCEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-[2-(tert-butyldiphenylsilyloxy)ethyl]-5-methoxyfuran-2(5H)-one 在 lithium aluminium tetrahydride 、 三氟化硼乙醚 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 2-(2-hydroxyethyl)tetrahydrofuran-3-ol
  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
• 作为产物：
  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

文献信息

• 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。