1-O-ethyl 3-O-methyl (2E)-2-(2-oxo-1,2-diphenylethylidene)propanedioate | 136579-80-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-O-ethyl 3-O-methyl (2E)-2-(2-oxo-1,2-diphenylethylidene)propanedioate
• CAS: 136579-80-1
• 化学式: C₂₀H₁₈O₅
• 分子量: 338.36
• InChiKey: PQIWPEPRXVUXBE-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-Nitrobenzaldehyde oxime O-<3-(ethoxycarbonyl)-2,5-dihydro-5-hydroperoxy-2-methoxy-4,5-diphenyl-2-furyl> ether 在 乙硫醚 作用下， 以 氘代氯仿 为溶剂， 反应 0.25h， 生成 1-O-ethyl 3-O-methyl (2E)-2-(2-oxo-1,2-diphenylethylidene)propanedioate
  参考文献：
  名称：

  Iesce, M. Rosaria; Cermola, Flavio; Guitto, Antonio, Journal of the Chemical Society. Perkin transactions I, 1999, # 4, p. 475 - 478

  摘要：

  DOI：

文献信息

• Photosensitized Oxidation of Furans; Part 18: A Simple Method for a One-Pot Synthesis of Functionalized Methyl cis-4-Oxoalk-2-enoates
  作者：M. Rosaria Iesce、Flavio Cermola、Alfonso Piazza、Rachele Scarpati、M. Liliana Graziano

  DOI：10.1055/s-1995-3922

  日期：1995.4

  Functionalized methyl cis-4-oxoalk-2-enoates 2 are synthesized in a one-pot procedure by singlet oxygen oxygenation of the corresponding 2-methoxyfurans 1 in methanol and reduction of the resulting hydroperoxides 4 and 5 by the sulfides 6 which are selectively oxidized into the sulfoxides 7. The synthetic method has a wide range of applicability and affords compounds 2 stereoselectively and in good yields; concomitantly the sulfoxides 7 are obtained in excellent yields.

  功能化的甲基顺-4-氧烯-2-酸酯2通过单氧对相应的2-甲氧基呋喃1在甲醇中的氧化，随后用硫化物6选择性还原生成的过氧化物4和5，采用一锅法合成。该合成方法具有广泛的适用性，能够立体选择性地高产量地获得化合物2；同时，亚砜7也以优异的产率获得。
• A further selective pathway in thermal conversion of 2,5-epidioxy-2-alkoxy-2,5-dihydrofurans (2-alkoxyfuran endo-peroxides). Synthesis of the first 5-hydroperoxyfuran-2(5H)-ones
  作者：M. Rosaria Iesce、M. Liliana Graziano、Flavio Cermola、Rachele Scarpati

  DOI：10.1039/c39910001061

  日期：——

  Thermal conversion of the epidioxydihydrofurans 1 leads, via dioxetanes 3, to the stereoisomeric dimers 4 which have a structural relationship with antitumour cyclic peroxides and represent convenient starting materials for several multifunctional compounds; their mild acid hydrolysis provides a convenient entry to the synthesis of the furanone derivatives 7 and 8 which are structurally related to biologically active products.

  表二氧基二氢呋喃 1 的热转化通过二氧杂环丁烷 3 生成立体异构二聚体 4，其与抗肿瘤环状过氧化物具有结构关系，是多种多官能化合物的方便起始材料；它们的弱酸水解为结构与生物活性产物相关的呋喃酮衍生物7和8的合成提供了方便的途径。
• Iesce, M. Rosaria; Cermola, Flavio; Guitto, Antonio, Journal of the Chemical Society. Perkin transactions I, 1999, # 4, p. 475 - 478
  作者：Iesce, M. Rosaria、Cermola, Flavio、Guitto, Antonio、Giordano, Federico

  DOI：——

  日期：——