(S)-4-phenyl-Δ²-imidazoline | 190393-67-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-4-phenyl-Δ²-imidazoline
• 英文别名: (5S)-5-phenyl-4,5-dihydro-1H-imidazole
• CAS: 190393-67-0
• 化学式: C₉H₁₀N₂
• 分子量: 146.192
• InChiKey: JAJGDBVYNSOVEB-SECBINFHSA-N

物化性质

• 沸点：
  333.7±31.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S)-4-phenyl-Δ²-imidazoline 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 25.0~30.0 ℃ 、620.52 kPa 条件下， 生成 6-methoxy-6-methyl-2-phenyl-1,4-diazabicyclo[3.2.0]heptan-7-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
• 作为产物：
  描述：

  L-苯甘氨酸 在 palladium on activated charcoal 盐酸 、 甲醇 、 lithium aluminium tetrahydride 、 sodium azide 、 四丁基溴化铵 、 氢气 、 碳酸氢钠 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 甲苯 为溶剂， 20.0~90.0 ℃ 、620.52 kPa 条件下， 反应 24.33h， 生成 (S)-4-phenyl-Δ²-imidazoline
  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.