(S)-4-isopropyl-5,5-dimethyl-3-(3-methylbutanoyl)oxazolidin-2-one | 1615694-03-5

• 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)-4-isopropyl-5,5-dimethyl-3-(3-methylbutanoyl)oxazolidin-2-one
• CAS: 1615694-03-5
• 化学式: C₁₃H₂₃NO₃
• 分子量: 241.331
• InChiKey: OPAUMKJRONPSEO-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.81
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-4-isopropyl-5,5-dimethyl-3-(3-methylbutanoyl)oxazolidin-2-one 在 四氯化钛 、 三乙胺 、 N-氟代双苯磺酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.58h， 以77%的产率得到(S)-3-((S)-2-fluoro-3-methylbutanoyl)-4-isopropyl-5,5-dimethyloxazolidin-2-one
  参考文献：
  名称：

  Stereoselective α-Fluorination of N-Acyloxazolidinones at Room Temperature within 1 h

  摘要：

  A direct alpha-fluorination of N-acyloxazolidinones based on the unique reactivity of group IVa metal enolates has been developed. The reaction is an experimentally simple, low-cost, quick, and energy-efficient alternative for asymmetric alpha-fluorination of N-acyloicazolidinones. Preliminary studies have shown compatibility with alkyl, alkenyl, and alkynyl, aromatic, and several heteroaromatic substituents. High diastereoselectivities have been achieved with most substrates tested, and the reaction is typically complete within 1 h at ambient temperature.

  DOI：

  10.1021/jo500957d
• 作为产物：
  描述：

  异戊酸 在 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.5h， 生成 (S)-4-isopropyl-5,5-dimethyl-3-(3-methylbutanoyl)oxazolidin-2-one
  参考文献：
  名称：

  Stereoselective α-Fluorination of N-Acyloxazolidinones at Room Temperature within 1 h

  摘要：

  A direct alpha-fluorination of N-acyloxazolidinones based on the unique reactivity of group IVa metal enolates has been developed. The reaction is an experimentally simple, low-cost, quick, and energy-efficient alternative for asymmetric alpha-fluorination of N-acyloicazolidinones. Preliminary studies have shown compatibility with alkyl, alkenyl, and alkynyl, aromatic, and several heteroaromatic substituents. High diastereoselectivities have been achieved with most substrates tested, and the reaction is typically complete within 1 h at ambient temperature.

  DOI：

  10.1021/jo500957d