(2S,4S,5S)-4,5-epoxy-2-hydroxy-6-methyl-3-heptanone | 1189128-42-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,4S,5S)-4,5-epoxy-2-hydroxy-6-methyl-3-heptanone
• 英文别名: (2S)-2-hydroxy-1-[(2S,3S)-3-propan-2-yloxiran-2-yl]propan-1-one
• CAS: 1189128-42-4
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: AAMRMEGLXBMLQX-APQOSEDMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2S,4R,5S)-4-bromo-2-(tert-butyldimethylsilyloxy)-5-hydroxy-6-methyl-3-heptanone 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到(2S,4S,5S)-4,5-epoxy-2-hydroxy-6-methyl-3-heptanone
  参考文献：
  名称：

  Stereoselective Synthesis of Highly Functionalized Structures from Lactate-Derived Halo Ketones

  摘要：

  Highly diastereoselective (i-PrO)(2)TiCl2-mediated aldol reactions from lactate-derived alpha'-halo alpha-silyloxy ketones and subsequent treatment of the resultant aldols with a wide range of nucleophiles furnishes highly functionalized arrangements useful in natural product syntheses.

  DOI：

  10.1021/jo9010798

文献信息

• Stereoselective Synthesis of Highly Functionalized Structures from Lactate-Derived Halo Ketones
  作者：Joaquim Nebot、Pedro Romea、Fèlix Urpí

  DOI：10.1021/jo9010798

  日期：2009.10.2

  Highly diastereoselective (i-PrO)(2)TiCl2-mediated aldol reactions from lactate-derived alpha'-halo alpha-silyloxy ketones and subsequent treatment of the resultant aldols with a wide range of nucleophiles furnishes highly functionalized arrangements useful in natural product syntheses.