α,α-bis(3,5,5-trimethyl-6-phenyl-2,4-dioxo-2,3,5,6-tetrahydropyran-3-yl)-p-xylene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: α,α-bis(3,5,5-trimethyl-6-phenyl-2,4-dioxo-2,3,5,6-tetrahydropyran-3-yl)-p-xylene
• 英文别名: 3,5,5-Trimethyl-6-phenyl-3-[[4-[(3,5,5-trimethyl-2,4-dioxo-6-phenyloxan-3-yl)methyl]phenyl]methyl]oxane-2,4-dione
• 化学式: C₃₆H₃₈O₆
• 分子量: 566.694
• InChiKey: SOWJBDCNGJGCAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-二(溴甲基)苯 、 sodium;3,3,5-trimethyl-6-oxo-2-phenyl-2H-pyran-4-olate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以10%的产率得到α,α-bis(3,5,5-trimethyl-6-phenyl-2,4-dioxo-2,3,5,6-tetrahydropyran-3-yl)-p-xylene
  参考文献：
  名称：

  摘要：

  Zinc enolates of 3-alkyl-6-aryl-5,5-dimethyl-2,3,5,6-tetrahydropyrane-2,4-diones react with acyl chlorides to form O-acylation products, 4-acyloxy-3-alkyl-6-aryl-5,5-dimethyl-5,6-dihydropyrane-2-ones. Sodium enolates of these pyranediones react in DMSO with substituted benzyl bromides to give mainly C-alkylation products, 3-alkyl-6-aryl-3-(4-R-benzyl)-5,5-dimethyl-2,3,5,6-tetrahydropyrane-2,4-diones, as single geometric isomers. In some cases, O-alkylation products, 4-alkoxy-3-alkyl-6-aryl-5,5-dimethyl-5,6-dihydropyrane-2-ones, are formed as by-products (similar to10-15%).

  DOI：

  10.1023/a:1026191021119

文献信息

• ——
  作者：V. V. Shchepin、Yu. Kh. Sazhneva、N. Yu. Russkikh、M. I. Vakhrin

  DOI：10.1023/a:1026191021119

  日期：——

  Zinc enolates of 3-alkyl-6-aryl-5,5-dimethyl-2,3,5,6-tetrahydropyrane-2,4-diones react with acyl chlorides to form O-acylation products, 4-acyloxy-3-alkyl-6-aryl-5,5-dimethyl-5,6-dihydropyrane-2-ones. Sodium enolates of these pyranediones react in DMSO with substituted benzyl bromides to give mainly C-alkylation products, 3-alkyl-6-aryl-3-(4-R-benzyl)-5,5-dimethyl-2,3,5,6-tetrahydropyrane-2,4-diones, as single geometric isomers. In some cases, O-alkylation products, 4-alkoxy-3-alkyl-6-aryl-5,5-dimethyl-5,6-dihydropyrane-2-ones, are formed as by-products (similar to10-15%).