2-acetyl-4-oxobutyl ethyl carbonate | 1246193-40-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-acetyl-4-oxobutyl ethyl carbonate
• CAS: 1246193-40-7
• 化学式: C₉H₁₄O₅
• 分子量: 202.207
• InChiKey: STIRHVILAJNZTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.95
• 重原子数：
  14.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  二氢-3-(三苯基膦亚基)-2(3H)-呋喃酮 、 2-acetyl-4-oxobutyl ethyl carbonate 以 二氯甲烷 为溶剂， 反应 24.0h， 以125 mg的产率得到carbonic acid ethyl ester 3-oxo-2-[2-(2-oxo-dihydrofuran-3-ylidene)-ethyl]-butyl ester
  参考文献：
  名称：

  A stereoselective cyclisation cascade mediated by SmI2–H2O: synthetic studies towards stolonidiol

  摘要：

  A cascade reaction involving sequential conjugate reduction, stereoselective aldol cyclisation and chemo-selective lactone reduction mediated by SmI2-H2O provides access to a cyclopentanol bearing two vicinal quaternary stereocentres with good stereocontrol. The functionalised cyclopentanol product has been converted to a key intermediate in ongoing asymmetric studies towards stolonidiol. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.03.047
• 作为产物：
  描述：

  carbonic acid 2-acetyl-pent-4-enyl ethyl ester 在 二甲基硫 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 生成 2-acetyl-4-oxobutyl ethyl carbonate
  参考文献：
  名称：

  A stereoselective cyclisation cascade mediated by SmI2–H2O: synthetic studies towards stolonidiol

  摘要：

  A cascade reaction involving sequential conjugate reduction, stereoselective aldol cyclisation and chemo-selective lactone reduction mediated by SmI2-H2O provides access to a cyclopentanol bearing two vicinal quaternary stereocentres with good stereocontrol. The functionalised cyclopentanol product has been converted to a key intermediate in ongoing asymmetric studies towards stolonidiol. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.03.047