3-acetylamino-3,4-dihydro-1-methyl-2(1H)-benzo[f]quinolinone | 1350888-57-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-acetylamino-3,4-dihydro-1-methyl-2(1H)-benzo[f]quinolinone
• 英文别名: N-[(2R)-4-methyl-3-oxo-1,2-dihydrobenzo[f]quinolin-2-yl]acetamide
• CAS: 1350888-57-1
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: MAFWFJFTYLJASV-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (Z)-2-methyl-4-(1-naphthylmethylene)-5(4H)-oxazolone 在 三乙胺 、 烟碱 作用下， 以 异丙醇 为溶剂， 反应 0.5h， 生成 4-(methylaminocarbonyl)-5-(1-naphthyl)-2-methyl-4,5-dihydrooxazole 、 3-acetylamino-3,4-dihydro-1-methyl-2(1H)-benzo[f]quinolinone 、 3-acetylamino-3,4-dihydro-1-methyl-2(1H)-benzo[f]quinolinone 、 1-methyl-3-methylaminocarbonylbenzo[f]isoquinoline 、 (E)-2-acetylamino-N-methyl-3-(1-naphthyl)-2-propenamide 、 3-acetylamino-1-methyl-2(1H)-benzo[f]quinolinone
  参考文献：
  名称：

  Asymmetric Photocyclization Reactions of N-Acetyl-α-dehydro(1-naphthyl)alaninamides in the Presence of Chiral Amine

  摘要：

  Irradiation of the title compound having an N'-methyl group in 2-propanol and dichloromethane containing (S)-1-methyl-2-pyrrolidinemethanol at room temperature afforded (R)-3,4-dihydrobenzo[f]quinolinone derivative in enantiomeric excesses (ee's) of 7 and 30%, respectively. On the other hand, the corresponding (S)-enantiomer was obtained in 21-23% ee's on room temperature irradiation in the above solvents containing (S)-nicotine which enhanced these ee values up to 34-59% at 78 degrees C.

  DOI：

  10.3987/com-11-12265

文献信息

• Asymmetric Photocyclization Reactions of N-Acetyl-α-dehydro(1-naphthyl)alaninamides in the Presence of Chiral Amine
  作者：Tadamitsu Sakurai、Kei Maekawa、Toshiyuki Tanami、Tetsutaro Igarashi

  DOI：10.3987/com-11-12265

  日期：——

  Irradiation of the title compound having an N'-methyl group in 2-propanol and dichloromethane containing (S)-1-methyl-2-pyrrolidinemethanol at room temperature afforded (R)-3,4-dihydrobenzo[f]quinolinone derivative in enantiomeric excesses (ee's) of 7 and 30%, respectively. On the other hand, the corresponding (S)-enantiomer was obtained in 21-23% ee's on room temperature irradiation in the above solvents containing (S)-nicotine which enhanced these ee values up to 34-59% at 78 degrees C.