ethyl 2-t-(4-methoxyphenyl)-3-triethylsilyl-1,4-oxathiane-3-r-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 2-t-(4-methoxyphenyl)-3-triethylsilyl-1,4-oxathiane-3-r-carboxylate
• 英文别名: ethyl (2S,3R)-2-(4-methoxyphenyl)-3-triethylsilyl-1,4-oxathiane-3-carboxylate
• 化学式: C₂₀H₃₂O₄SSi
• 分子量: 396.623
• InChiKey: PZSRILITVZAIQS-ICSRJNTNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  70.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  三乙基硅基三氟甲磺酸酯 在 copper acetylacetonate N,N-二异丙基乙胺 作用下， 以 乙醚 、 苯 为溶剂， 反应 24.0h， 生成 ethyl 2-t-(4-methoxyphenyl)-3-triethylsilyl-1,4-oxathiane-3-r-carboxylate
  参考文献：
  名称：

  Conversion of 1,3-oxathiolanes to 1,4-oxathianes using a silylated diazoester

  摘要：

  Treatment of substituted 1,3-oxathiolanes with ethyl (triethylsilyl)diazoacetate in the presence of a copper catalyst effects one-carbon ring expansion to the corresponding 3-triethylsilyl-1,4-oxathiane-3-carboxylates. Subsequent desilylation can be brought about by treatment with tetrabutyl ammonium fluoride. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.063

文献信息

• A ring expansion reaction of 1,3-oxathiolanes
  作者：Maria Ioannou、Michael J. Porter、Fabienne Saez

  DOI：10.1039/b110754b

  日期：2002.2.12

  1,3-Oxathiolanes are efficiently converted, via sulfur ylide intermediates, to 1,4-oxathianes by ring expansion with a silylated diazoacetate in the presence of a copper catalyst.

  在铜催化剂的作用下，1,3-氧硫杂环戊烷通过硫酰亚胺中间体与硅烷化重氮乙酸酯发生扩环反应，从而高效地转化为 1,4-氧硫杂环戊烷。
• Conversion of 1,3-oxathiolanes to 1,4-oxathianes using a silylated diazoester
  作者：Maria Ioannou、Michael J. Porter、Fabienne Saez

  DOI：10.1016/j.tet.2004.10.063

  日期：2005.1

  Treatment of substituted 1,3-oxathiolanes with ethyl (triethylsilyl)diazoacetate in the presence of a copper catalyst effects one-carbon ring expansion to the corresponding 3-triethylsilyl-1,4-oxathiane-3-carboxylates. Subsequent desilylation can be brought about by treatment with tetrabutyl ammonium fluoride. (C) 2004 Elsevier Ltd. All rights reserved.