3-(2-Methyl-4-oxo-4H-[1,3]dioxin-2-yl)-propionic acid vinyl ester | 142667-28-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-(2-Methyl-4-oxo-4H-[1,3]dioxin-2-yl)-propionic acid vinyl ester
• 英文别名: ethenyl 3-(2-methyl-4-oxo-1,3-dioxin-2-yl)propanoate
• CAS: 142667-28-5
• 化学式: C₁₀H₁₂O₅
• 分子量: 212.202
• InChiKey: NTXBSVDBHVXHBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(2-Methyl-4-oxo-4H-[1,3]dioxin-2-yl)-propionic acid vinyl ester 以 乙酸乙酯 为溶剂， 以91%的产率得到(1R,3S,6R,11S)-6-Methyl-5,10,12-trioxa-tricyclo[4.4.2.0^3,11]dodecane-4,9-dione
  参考文献：
  名称：

  Regio- and Stereocontrols in the Photo[2+2]cycloaddition of 1,3-Dioxin-4-ones to Alkenes. Use of an Ester Group as the Connecting Unit in the Intramolecular Variant

  摘要：

  Intramolecular photo[2+2]cycloaddition of dioxidones to alkene to give eight membered lactones proceeds with complete stereo- and high regioselectivities when an ester group presents as a linking unit between the acetal carbon and the double bond of the side chain. The successful separation of some dioxinones into the enantiomers indicates the method is useful for synthesis of enantiomerically pure compounds.

  DOI：

  10.3987/com-90-5605