Ethyl 1-(benzenesulfonyl)-2-[[tert-butyl(diphenyl)silyl]methyl]cyclopropane-1-carboxylate | 362610-82-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethyl 1-(benzenesulfonyl)-2-[[tert-butyl(diphenyl)silyl]methyl]cyclopropane-1-carboxylate
• CAS: 362610-82-0
• 化学式: C₂₉H₃₄O₄SSi
• 分子量: 506.738
• InChiKey: HYQLDXDDUFFPLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethyl 1-(benzenesulfonyl)-2-[[tert-butyl(diphenyl)silyl]methyl]cyclopropane-1-carboxylate 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以75%的产率得到(4-Benzenesulfonyl-5-ethoxy-2,3-dihydro-furan-2-ylmethyl)-tert-butyl-diphenyl-silane
  参考文献：
  名称：

  Silicon-Assisted Ring Opening of Donor−Acceptor Substituted Cyclopropanes. An Expedient Entry to Substituted Dihydrofurans

  摘要：

  [GRAPHICS](tert-Butyldiphenylsilyl)methylcyclopropanes undergo ring opening to furnish substituted dihydrofurans in good to excellent yields on treatment with TiCl4 in dichoromethane. The silicon that assists the regioselective ring opening is retained in the product to allow further functional group manipulations.

  DOI：

  10.1021/ol0163169
• 作为产物：
  描述：

  ethyl 2-diazo-2-(phenylsulfonyl)acetate 、 3-(tert-butyldiphenylsilyl)propene 在 铑 作用下， 生成 Ethyl 1-(benzenesulfonyl)-2-[[tert-butyl(diphenyl)silyl]methyl]cyclopropane-1-carboxylate
  参考文献：
  名称：

  Silicon-Assisted Ring Opening of Donor−Acceptor Substituted Cyclopropanes. An Expedient Entry to Substituted Dihydrofurans

  摘要：

  [GRAPHICS](tert-Butyldiphenylsilyl)methylcyclopropanes undergo ring opening to furnish substituted dihydrofurans in good to excellent yields on treatment with TiCl4 in dichoromethane. The silicon that assists the regioselective ring opening is retained in the product to allow further functional group manipulations.

  DOI：

  10.1021/ol0163169

文献信息

• Silicon-Assisted Ring Opening of Donor−Acceptor Substituted Cyclopropanes. An Expedient Entry to Substituted Dihydrofurans
  作者：Veejendra K. Yadav、Rengarajan Balamurugan

  DOI：10.1021/ol0163169

  日期：2001.8.1

  [GRAPHICS](tert-Butyldiphenylsilyl)methylcyclopropanes undergo ring opening to furnish substituted dihydrofurans in good to excellent yields on treatment with TiCl4 in dichoromethane. The silicon that assists the regioselective ring opening is retained in the product to allow further functional group manipulations.