6-methyl-2-(4-methylcyclohex-3-en-1-yl)-1,3-dioxin-4-one | 338453-61-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-methyl-2-(4-methylcyclohex-3-en-1-yl)-1,3-dioxin-4-one
• 英文别名: 2,6-Dimethyl-2-(4-methylcyclohex-3-en-1-yl)-1,3-dioxin-4-one
• CAS: 338453-61-5
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: KIZBLVXCGVNRPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-methyl-2-(4-methylcyclohex-3-en-1-yl)-1,3-dioxin-4-one 在 palladium on activated charcoal 氢气 、 二异丁基氢化铝 作用下， 以 乙醚 、 乙酸乙酯 、 丙酮 、 甲苯 、 乙腈 为溶剂， 反应 6.5h， 生成 (4aR,7S,8aS)-7-(2-hydroxypropan-2-yl)-4a-methyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-one
  参考文献：
  名称：

  Intramolecular Photocycloaddition of 2-Cycloalkenyl-1,3-dioxin-4-one. Stereoselective Synthesis of cis-Eudesmane-4,11-diols

  摘要：

  Two isomeric eudesmane-4,11-diols having a cis-decalin skeleton were synthesized via intramolecular photocycloaddition of 6-methyl-2- (4-methyl-3-cyclohexen-1-yl)- 1,3-dioxin-4-one, Comparison of their NMR spectra with the natural diol, isolated from the Pakistanii medicinal plant, Pluchea arguta (Compositae), indicated that it should be a trans-eudesmanoid.

  DOI：

  10.3987/com-00-s(i)65
• 作为产物：
  描述：

  双乙烯酮 、 4-乙酰基-1-甲基-环己烯 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 20.0h， 以70%的产率得到6-methyl-2-(4-methylcyclohex-3-en-1-yl)-1,3-dioxin-4-one
  参考文献：
  名称：

  Intramolecular Photocycloaddition of 2-Cycloalkenyl-1,3-dioxin-4-one. Stereoselective Synthesis of cis-Eudesmane-4,11-diols

  摘要：

  Two isomeric eudesmane-4,11-diols having a cis-decalin skeleton were synthesized via intramolecular photocycloaddition of 6-methyl-2- (4-methyl-3-cyclohexen-1-yl)- 1,3-dioxin-4-one, Comparison of their NMR spectra with the natural diol, isolated from the Pakistanii medicinal plant, Pluchea arguta (Compositae), indicated that it should be a trans-eudesmanoid.

  DOI：

  10.3987/com-00-s(i)65

文献信息

• Intramolecular Photocycloaddition of 2-Cycloalkenyl-1,3-dioxin-4-one. Stereoselective Synthesis of cis-Eudesmane-4,11-diols
  作者：Toshihide Hatsui、Ka Li、Akira Mori、Hitoshi Takeshita

  DOI：10.3987/com-00-s(i)65

  日期：——

  Two isomeric eudesmane-4,11-diols having a cis-decalin skeleton were synthesized via intramolecular photocycloaddition of 6-methyl-2- (4-methyl-3-cyclohexen-1-yl)- 1,3-dioxin-4-one, Comparison of their NMR spectra with the natural diol, isolated from the Pakistanii medicinal plant, Pluchea arguta (Compositae), indicated that it should be a trans-eudesmanoid.