benzyl 2,2-dihydroxy-3,7-dioxo-7-(4-(trifluoromethyl)phenyl)heptanoate | 1384176-83-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 2,2-dihydroxy-3,7-dioxo-7-(4-(trifluoromethyl)phenyl)heptanoate
• CAS: 1384176-83-3
• 化学式: C₂₁H₁₉F₃O₆
• 分子量: 424.373
• InChiKey: LHISKEARVFTWCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  30.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  100.9
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  benzyl 2,2-dihydroxy-3,7-dioxo-7-(4-(trifluoromethyl)phenyl)heptanoate 100.0 ℃ 、1.33 kPa 条件下， 反应 2.0h， 生成 benzyl 2,3,7-trioxo-7-[4-(trifluoromethyl)phenyl]heptanoate
  参考文献：
  名称：

  Divergent Stereocontrol of Acid Catalyzed Intramolecular Aldol Reactions of 2,3,7-Triketoesters: Synthesis of Highly Functionalized Cyclopentanones

  摘要：

  The intramolecular acid catalyzed aldol cyclization of 2,3,7-triketoesters formed from zeta-keto-alpha-diazo-beta-ketoesters provides highly functionalized cyclopentanones with good diastereoselectivity in high overall yields via kinetically controlled and stereodivergent catalytic processes. Lewis acid catalysis gives high selectivity for the 1,2-anti tetrasubstituted cyclopentanones, whereas Bronsted acid catalysis produces the corresponding 1,2-syn diastereomer.

  DOI：

  10.1021/ol301317a
• 作为产物：
  描述：

  1-(4-(trifluoromethyl)phenyl)prop-2-en-1-one 在 二甲基二环氧乙烷 、 zinc trifluoromethanesulfonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 24.25h， 生成 benzyl 2,2-dihydroxy-3,7-dioxo-7-(4-(trifluoromethyl)phenyl)heptanoate
  参考文献：
  名称：

  Divergent Stereocontrol of Acid Catalyzed Intramolecular Aldol Reactions of 2,3,7-Triketoesters: Synthesis of Highly Functionalized Cyclopentanones

  摘要：

  The intramolecular acid catalyzed aldol cyclization of 2,3,7-triketoesters formed from zeta-keto-alpha-diazo-beta-ketoesters provides highly functionalized cyclopentanones with good diastereoselectivity in high overall yields via kinetically controlled and stereodivergent catalytic processes. Lewis acid catalysis gives high selectivity for the 1,2-anti tetrasubstituted cyclopentanones, whereas Bronsted acid catalysis produces the corresponding 1,2-syn diastereomer.

  DOI：

  10.1021/ol301317a