tert-Butyl-((R)-3-furan-2-yl-1-methyl-propoxy)-diphenyl-silane | 878627-89-5

• 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-((R)-3-furan-2-yl-1-methyl-propoxy)-diphenyl-silane
• 英文别名: tert-butyl-[(2R)-4-(furan-2-yl)butan-2-yl]oxy-diphenylsilane
• CAS: 878627-89-5
• 化学式: C₂₄H₃₀O₂Si
• 分子量: 378.587
• InChiKey: QWCUIMHHPCQFCJ-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 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-((R)-3-furan-2-yl-1-methyl-propoxy)-diphenyl-silane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以68%的产率得到(2r)-4-(Furan-2-yl)butan-2-ol
  参考文献：
  名称：

  The furan approach to azacyclic compounds

  摘要：

  We describe an efficient new approach to the synthesis of azacyclic compounds that extends our recently developed methodology based on the oxidation of a furan ring with singlet oxygen followed by an intramolecular hetero Michael addition. The new approach gives access to the readily opened bicyclic lactones and novel tricyclic heterocycles containing the piperidine ring. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.010
• 作为产物：
  描述：

  (R)-3-((tert-butyldiphenylsilyl)oxy)butan-1-ol 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-((R)-3-furan-2-yl-1-methyl-propoxy)-diphenyl-silane
  参考文献：
  名称：

  The furan approach to oxacycles. Part 4: A synthesis of (+)-decarestrictine L

  摘要：

  We describe an efficient new approach for the enantioselective synthesis of (+)-(2R,3S,6R)-decarestrictine L from commercially available starting material using our newly developed methodology based oil the oxidation of a furan ring with singlet oxygen followed by an intramolecular hetero Michael addition. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.12.055

文献信息

• The furan approach to azacyclic compounds
  作者：Isela García、Manuel Pérez、Zoila Gándara、Generosa Gómez、Yagamare Fall

  DOI：10.1016/j.tetlet.2008.04.010

  日期：2008.5

  We describe an efficient new approach to the synthesis of azacyclic compounds that extends our recently developed methodology based on the oxidation of a furan ring with singlet oxygen followed by an intramolecular hetero Michael addition. The new approach gives access to the readily opened bicyclic lactones and novel tricyclic heterocycles containing the piperidine ring. (C) 2008 Elsevier Ltd. All rights reserved.
• The furan approach to oxacycles. Part 4: A synthesis of (+)-decarestrictine L
  作者：Isela García、Generosa Gómez、Marta Teijeira、Carmen Terán、Yagamare Fall

  DOI：10.1016/j.tetlet.2005.12.055

  日期：2006.2

  We describe an efficient new approach for the enantioselective synthesis of (+)-(2R,3S,6R)-decarestrictine L from commercially available starting material using our newly developed methodology based oil the oxidation of a furan ring with singlet oxygen followed by an intramolecular hetero Michael addition. (c) 2005 Elsevier Ltd. All rights reserved.