(S)-3-((2R,3S)-3-Hydroxy-2,4-dimethyl-pent-4-enoyl)-4-isopropyl-oxazolidin-2-one | 136032-16-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (S)-3-((2R,3S)-3-Hydroxy-2,4-dimethyl-pent-4-enoyl)-4-isopropyl-oxazolidin-2-one
• 英文别名: (4S)-3-[(2R,3S)-3-hydroxy-2,4-dimethylpent-4-enoyl]-4-propan-2-yl-1,3-oxazolidin-2-one
• CAS: 136032-16-1
• 化学式: C₁₃H₂₁NO₄
• 分子量: 255.314
• InChiKey: MKCFRAZLNSLMQZ-GMTAPVOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基丙烯醛 、 (S)-4-异丙基-3-丙酰基-2-恶唑烷酮 生成 (S)-3-((2R,3R)-3-Hydroxy-2,4-dimethyl-pent-4-enoyl)-4-isopropyl-oxazolidin-2-one 、 (S)-3-((2R,3S)-3-Hydroxy-2,4-dimethyl-pent-4-enoyl)-4-isopropyl-oxazolidin-2-one
  参考文献：
  名称：

  Acyclic stereoselection. 54. Extending the scope of the Evans asymmetric aldol reaction: preparation of anti and "non-Evans" syn aldols

  摘要：

  The Evans reagent, imide 1, reacts with aldehydes under Lewis acid catalysis to give anti or ''non-Evans'' syn aldols 5 or 6, depending on the reaction conditions. This discovery considerably amplifies the synthetic utility of these important reagents for asymmetric synthesis.

  DOI：

  10.1021/jo00020a006

文献信息

• Acyclic stereoselection. 54. Extending the scope of the Evans asymmetric aldol reaction: preparation of anti and "non-Evans" syn aldols
  作者：Michael A. Walker、Clayton H. Heathcock

  DOI：10.1021/jo00020a006

  日期：1991.9

  The Evans reagent, imide 1, reacts with aldehydes under Lewis acid catalysis to give anti or ''non-Evans'' syn aldols 5 or 6, depending on the reaction conditions. This discovery considerably amplifies the synthetic utility of these important reagents for asymmetric synthesis.