5-methoxy-5-methylfuran-2-one | 2833-25-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-methoxy-5-methylfuran-2-one
• CAS: 2833-25-2；141985-54-8
• 化学式: C₆H₈O₃
• 分子量: 128.128
• InChiKey: AZDJIRFELVPPKG-LURJTMIESA-N

物化性质

• 沸点：
  79-81 °C(Press: 9 Torr)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.46
• 重原子数：
  9.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-methoxy-5-methylfuran-2-one 、 1,3-丁二烯 反应 17.0h， 以50%的产率得到methyl (1R^*,2S^*)-2-acetyl-4-cyclohexen-1-ylcarboxylate
  参考文献：
  名称：

  Diastereofacial selectivity in uncatalyzed Diels-Alder cycloadditions involving α,β-unsaturated esters and lactones with stereogenic centers containing oxygen functiionalities

  摘要：

  Both experimental and theoretical studies on the Diels-Alder cycloadditions of dienophiles 1, 2 and 3 to different dienes show that the observed diastereofacial selectivity results from a combination of electronic and steric interactions. The traditional Felkin-Anh model is not appropriate for these cases. Several new chiral synthetic building blocks have been prepared.

  DOI：

  10.1016/s0040-4020(01)88527-6

文献信息

• Diastereofacial selectivity in uncatalyzed Diels-Alder cycloadditions involving α,β-unsaturated esters and lactones with stereogenic centers containing oxygen functiionalities
  作者：Ramón Casas、Teodor Parella、Vicenç Branchadell、Antonio Oliva、Rosa M. Ortuño、André Guingant

  DOI：10.1016/s0040-4020(01)88527-6

  日期：1992.3

  Both experimental and theoretical studies on the Diels-Alder cycloadditions of dienophiles 1, 2 and 3 to different dienes show that the observed diastereofacial selectivity results from a combination of electronic and steric interactions. The traditional Felkin-Anh model is not appropriate for these cases. Several new chiral synthetic building blocks have been prepared.