4-Benzyl-5-hydroxy-1,7-diphenylheptan-3-one | 1605292-11-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4-Benzyl-5-hydroxy-1,7-diphenylheptan-3-one
• 英文别名: 4-benzyl-5-hydroxy-1,7-diphenylheptan-3-one
• CAS: 1605292-11-2
• 化学式: C₂₆H₂₈O₂
• 分子量: 372.507
• InChiKey: SEMDIZXPDPRXML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯丙醛 、 2-bromo-1,5-diphenylpentan-3-one 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.08h， 生成 4-Benzyl-5-hydroxy-1,7-diphenylheptan-3-one
  参考文献：
  名称：

  Synthesis of the PMB Ether of 5,6-Epoxyisoprostane E2 through Aldol Reaction of the α-Bromocyclopentanone

  摘要：

  5,6-Epoxyisoprostane E2 was synthesized via bromohydrination of the cyclopentene and aldol reaction of the alpha-bromocyclopentanone with the epoxyaldehyde. High regioselectivity in the bromohydrination was attained with recrystallized NBS and pyridine in aqueous DMSO. The enolate for the aldol reaction was generated by adding t-BuLi to the mixture of the a-bromocyclopentanone and ZnI2. This aldol protocol was applied successfully to several cyclopentanones and aldehydes.

  DOI：

  10.1021/ol500654g

文献信息

• Synthesis of the PMB Ether of 5,6-Epoxyisoprostane E2 through Aldol Reaction of the α-Bromocyclopentanone
  作者：Hidehisa Kawashima、Yuichi Kobayashi

  DOI：10.1021/ol500654g

  日期：2014.5.16

  5,6-Epoxyisoprostane E2 was synthesized via bromohydrination of the cyclopentene and aldol reaction of the alpha-bromocyclopentanone with the epoxyaldehyde. High regioselectivity in the bromohydrination was attained with recrystallized NBS and pyridine in aqueous DMSO. The enolate for the aldol reaction was generated by adding t-BuLi to the mixture of the a-bromocyclopentanone and ZnI2. This aldol protocol was applied successfully to several cyclopentanones and aldehydes.