3,5-dimethyl-2H-pyran-2-one | 63233-31-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 3,5-dimethyl-2H-pyran-2-one
• 英文别名: 4,6-Dimethyl-2-pyron；3,5-Dimethyl-2H-pyran-2-on；3,5-dimethyl-pyran-2-one；3,5-dimethylpyran-2-one
• CAS: 63233-31-8
• 化学式: C₇H₈O₂
• 分子量: 124.139
• InChiKey: IZGCTLQCDWLKDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-苯基马来酰亚胺 、 3,5-dimethyl-2H-pyran-2-one 以 苯 为溶剂， 生成 N-Phenyl-endo-4,6-dimethyl-8-oxabicyclo<2.2.2>oct-4-en-7-on-1,2-dicarboximid
  参考文献：
  名称：

  Shusherina,N.P. et al., Russian Journal of Organic Chemistry, 1977, vol. 13, p. 779 - 782

  摘要：

  DOI：
• 作为产物：
  描述：

  三甲基铝 、 3,5-二溴-2H-吡喃-2-酮 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以85%的产率得到3,5-dimethyl-2H-pyran-2-one
  参考文献：
  名称：

  Regioselective Pd-Catalyzed Synthesis and Application of 3-Methyl-5-bromo-2-pyrone toward Keto-phomactin A

  摘要：

  An efficient one-step synthetic protocol for 3-methyl-5-bromo-2-pyrone was developed using the C3-selective Pd-catalyzed coupling reaction of 3,5-dibromo-2-pyrone with Me3Al-dimethylaminoethanol complex. A subsequent seven-step reaction sequence provided a cyclohexenyl bromide, which served as the key intermediate for the synthesis of the keto analogue of phomactin A, in 31% overall yield.

  DOI：

  10.1021/ol061231z

文献信息

• Regioselective Pd-Catalyzed Synthesis and Application of 3-Methyl-5-bromo-2-pyrone toward Keto-phomactin A
  作者：Kimoon Ryu、Young-Suk Cho、Soo-Im Jung、Cheon-Gyu Cho

  DOI：10.1021/ol061231z

  日期：2006.7.1

  An efficient one-step synthetic protocol for 3-methyl-5-bromo-2-pyrone was developed using the C3-selective Pd-catalyzed coupling reaction of 3,5-dibromo-2-pyrone with Me3Al-dimethylaminoethanol complex. A subsequent seven-step reaction sequence provided a cyclohexenyl bromide, which served as the key intermediate for the synthesis of the keto analogue of phomactin A, in 31% overall yield.
• Shusherina,N.P. et al., Russian Journal of Organic Chemistry, 1977, vol. 13, p. 779 - 782
  作者：Shusherina,N.P. et al.

  DOI：——

  日期：——