(2S,4R)-3-benzoyl-4-methyl-4-(phthalimidomethyl)-2-phenyl-1,3-oxazolidin-5-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (2S,4R)-3-benzoyl-4-methyl-4-(phthalimidomethyl)-2-phenyl-1,3-oxazolidin-5-one
• 英文别名: 2-[[(2R,4R)-3-benzoyl-4-methyl-5-oxo-2-phenyl-1,3-oxazolidin-4-yl]methyl]isoindole-1,3-dione
• 化学式: C₂₆H₂₀N₂O₅
• 分子量: 440.455
• InChiKey: IJMGZURPZIMIFT-AOYPEHQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  84
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (4S)-4-methyl-2-phenyl-1,3-oxazolidin-5-one 在 lithium hexamethyldisilazane 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 (2S,4R)-3-benzoyl-4-methyl-4-(phthalimidomethyl)-2-phenyl-1,3-oxazolidin-5-one
  参考文献：
  名称：

  Synthesis of Optically Active Imidazolines, Azapenams, Dioxocyclams, and Bis-dioxocyclams

  摘要：

  Optically active 4-methyl-4-carbomethoxy-Delta(2)-imidazoline was efficiently synthesized on a multigram scale. Photolysis with (methoxymethylcarbene)chromium complex produced the optically active azapenam in good yield and with high stereoselectivity. Acid-catalyzed dimerization followed by reduction produced the corresponding optically active dioxocyclam in good yield. Using a bis-carbene complex, an optically active bis-dioxocyclam was produced in excellent yield.

  DOI：

  10.1021/jo962343e

文献信息

• Synthesis of Optically Active Imidazolines, Azapenams, Dioxocyclams, and Bis-dioxocyclams
  作者：Yi Hsiao、Louis S. Hegedus

  DOI：10.1021/jo962343e

  日期：1997.5.1

  Optically active 4-methyl-4-carbomethoxy-Delta(2)-imidazoline was efficiently synthesized on a multigram scale. Photolysis with (methoxymethylcarbene)chromium complex produced the optically active azapenam in good yield and with high stereoselectivity. Acid-catalyzed dimerization followed by reduction produced the corresponding optically active dioxocyclam in good yield. Using a bis-carbene complex, an optically active bis-dioxocyclam was produced in excellent yield.