bis(3,5,5-trimethyl-6-phenyl-2-oxo-5,6-dihydropyran-4-yl) succinate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: bis(3,5,5-trimethyl-6-phenyl-2-oxo-5,6-dihydropyran-4-yl) succinate
• 英文别名: bis(3,3,5-trimethyl-6-oxo-2-phenyl-2H-pyran-4-yl) butanedioate
• 化学式: C₃₂H₃₄O₈
• 分子量: 546.617
• InChiKey: BZEYOLOPNZWUGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  苯甲醛 、 丁二酰氯 、 Ethyl 2,4-dibromo-2,4-dimethyl-3-oxopentanoate 在 mercury dichloride 、 锌 、 三正丁胺 、 盐酸 作用下， 以 乙醚 、 乙酸乙酯 为溶剂， 以30%的产率得到bis(3,5,5-trimethyl-6-phenyl-2-oxo-5,6-dihydropyran-4-yl) succinate
  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%).