[(2S,5R)-5-(3-trimethylsilylprop-2-ynyl)oxolan-2-yl]methanol | 1092490-18-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: [(2S,5R)-5-(3-trimethylsilylprop-2-ynyl)oxolan-2-yl]methanol
• CAS: 1092490-18-0
• 化学式: C₁₁H₂₀O₂Si
• 分子量: 212.364
• InChiKey: WFYMRSLXYZTABM-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,2,5,6-二环氧己烷 、 三甲基乙炔基硅 在 正丁基锂 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.5h， 以75%的产率得到[(2S,5R)-5-(3-trimethylsilylprop-2-ynyl)oxolan-2-yl]methanol
  参考文献：
  名称：

  Efficient access to 2,5-substituted tetrahydrofurans via a one-pot cyclization of di- and triepoxides

  摘要：

  The one-pot addition and cyclization of 1,5-diepoxyhexane with a range of organolithium species provides efficient access to 2,5-substituted tetrahydrofurans (THFs), common structural motifs found in a range of natural products and pharmaceutical ingredients, Extension of this reaction to triepoxides has also been demonstrated to access adjacently linked bis-THF motifs in a single step. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.053

文献信息

• Efficient access to 2,5-substituted tetrahydrofurans via a one-pot cyclization of di- and triepoxides
  作者：Gordon J. Florence、Romain Cadou

  DOI：10.1016/j.tetlet.2008.09.053

  日期：2008.11

  The one-pot addition and cyclization of 1,5-diepoxyhexane with a range of organolithium species provides efficient access to 2,5-substituted tetrahydrofurans (THFs), common structural motifs found in a range of natural products and pharmaceutical ingredients, Extension of this reaction to triepoxides has also been demonstrated to access adjacently linked bis-THF motifs in a single step. (C) 2008 Elsevier Ltd. All rights reserved.