(4R,6S)-6-[(E)-2-(6,8-difluoro-4,7-di-(phenoxy)quinoline-3-yl)ethenyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one | 1039360-50-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R,6S)-6-[(E)-2-(6,8-difluoro-4,7-di-(phenoxy)quinoline-3-yl)ethenyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one
• 英文别名: (4R,6S)-6-[(E)-2-(6,8-difluoro-4,7-di-(phenoxy)quinolin-3-yl)ethenyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one；(4R,6S)-6-[(E)-2-(6,8-difluoro-4,7-di-(phenoxy)quinoline-3-yl)vinyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one；(4R,6S)-6-[(E)-2-(6,8-difluoro-4,7-diphenoxyquinolin-3-yl)ethenyl]-4-hydroxyoxan-2-one
• CAS: 1039360-50-3
• 化学式: C₂₈H₂₁F₂NO₅
• 分子量: 489.475
• InChiKey: YCEFWNGJJVBZIW-MBQNMEIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  77.9
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (4R,6S)-6-[(E)-2-(6,8-difluoro-4,7-di-(phenoxy)quinoline-3-yl)ethenyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 (3R,5S)-7-[6,8-difluoro-4,7-di-(phenoxy)quinolin-3-yl]-3,5-dihydroxy-6(E)-heptenoic acid
  参考文献：
  名称：

  Synthesis and Anti-Hypercholesterolemic Evaluations of Calcium Salts of 4-Substituted Quinoline-Based Mevalonic Acid

  摘要：

  A series of calcium (3R,5S,6E)‐7‐[4,6,7,8‐substituted‐quinoline‐3‐yl]‐3,5‐dihydroxy‐hept‐6‐enoates was synthesized from the lactones, and the anti‐hypercholesterolemic evaluation in quails was presented in this report. It was found that most of the compounds significantly decreased levels of total cholesterol and low‐density lipoprotein. 2e showed better hypolipidemic effect than atorvastatin, and 2d and 2j exhibited comparable efficacy to atorvastatin. These three compounds were selected as the hypocholesterolemic candidates for further evaluation.

  DOI：

  10.1111/j.1747-0285.2011.01198.x