2-[5-Hydroperoxy-5-methyl-5H-furan-(2E)-ylidene]-3-oxo-butyric acid ethyl ester | 143360-98-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-[5-Hydroperoxy-5-methyl-5H-furan-(2E)-ylidene]-3-oxo-butyric acid ethyl ester
• 英文别名: ethyl (2E)-2-(5-hydroperoxy-5-methylfuran-2-ylidene)-3-oxobutanoate
• CAS: 143360-98-9
• 化学式: C₁₁H₁₄O₆
• 分子量: 242.229
• InChiKey: AWEKFMLESUTESB-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl 2-(5-methyl-2-furyl)-3-oxobutanoate 在 氧气 、 tetraphenylporphyrin 作用下， 以 氯仿 为溶剂， 反应 2.0h， 生成 2-[5-Hydroperoxy-5-methyl-5H-furan-(2E)-ylidene]-3-oxo-butyric acid ethyl ester
  参考文献：
  名称：

  Photo-oxidation of 2-(2-furyl)-1,3-dicarbonyl compounds

  摘要：

  A very efficient photo-sensitized oxidation of 2-(2-furyl)-1,3-dicarbonyl compounds 1 afford directly hydroperoxides 2 in stereoselective way. Compounds 2, easily isolated, can be conveniently employed in a selective epoxidation of trisubstituted allylic alcohols by a Sharpless-type procedure.

  DOI：

  10.1016/s0040-4039(00)74826-x

文献信息

• Photo-oxidation of 2-(2-furyl)-1,3-dicarbonyl compounds
  作者：R. Antonioletti、F. Bonadies、S. Pesci、A. Scettri

  DOI：10.1016/s0040-4039(00)74826-x

  日期：1992.6

  A very efficient photo-sensitized oxidation of 2-(2-furyl)-1,3-dicarbonyl compounds 1 afford directly hydroperoxides 2 in stereoselective way. Compounds 2, easily isolated, can be conveniently employed in a selective epoxidation of trisubstituted allylic alcohols by a Sharpless-type procedure.