(R)-ethyl 4-(3,4-dimethoxyphenyl)-5-(furan-2-yl)-2,5-dioxopentanoate | 1327274-61-2

• 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: (R)-ethyl 4-(3,4-dimethoxyphenyl)-5-(furan-2-yl)-2,5-dioxopentanoate
• 英文别名: ethyl (4R)-4-(3,4-dimethoxyphenyl)-5-(furan-2-yl)-2,5-dioxopentanoate
• CAS: 1327274-61-2
• 化学式: C₁₉H₂₀O₇
• 分子量: 360.364
• InChiKey: BMTTWMNYPAEKRJ-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  92
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E)-4-(3,4-dimethoxy phenyl)-2-oxobut-3-enoic acid 在 盐酸 、 (5R,7R)-7-fluoro-5-isopropyl-2-(perfluorophenyl)-6,7-dihydro-5H-pyrrolo[2,1c][1,2,4]triazol-2-ium tetrafluoroborate 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 4.08h， 生成 (R)-ethyl 4-(3,4-dimethoxyphenyl)-5-(furan-2-yl)-2,5-dioxopentanoate
  参考文献：
  名称：

  Highly Enantioselective Intermolecular Stetter Reactions of β-Aryl Acceptors: α-Ketoester Moiety as Handle for Activation and Synthetic Manipulations

  摘要：

  The use of beta,gamma-unsaturated-alpha-ketoesters in the intermolecular Stetter reaction furnishes 1,2,5-tricarbonyl compounds in high yield and excellent enantioselectivity. The alpha,delta-diketoesters generated using this methodology serve as useful synthetic building blocks via chemo- and diastereoselective transformations.

  DOI：

  10.1021/ol202040b

文献信息

• Highly Enantioselective Intermolecular Stetter Reactions of β-Aryl Acceptors: α-Ketoester Moiety as Handle for Activation and Synthetic Manipulations
  作者：Eduardo Sánchez-Larios、Karen Thai、François Bilodeau、Michel Gravel

  DOI：10.1021/ol202040b

  日期：2011.9.16

  The use of beta,gamma-unsaturated-alpha-ketoesters in the intermolecular Stetter reaction furnishes 1,2,5-tricarbonyl compounds in high yield and excellent enantioselectivity. The alpha,delta-diketoesters generated using this methodology serve as useful synthetic building blocks via chemo- and diastereoselective transformations.