2-(3-acetyl-7-(N,N-dimethylamino)-2-oxo-2H-chromen-4-ylamino)-3-phenylpropionic acid | 1043893-09-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(3-acetyl-7-(N,N-dimethylamino)-2-oxo-2H-chromen-4-ylamino)-3-phenylpropionic acid
• 英文别名: (2S)-2-[[3-acetyl-7-(dimethylamino)-2-oxochromen-4-yl]amino]-3-phenylpropanoic acid
• CAS: 1043893-09-9
• 化学式: C₂₂H₂₂N₂O₅
• 分子量: 394.427
• InChiKey: AVWQLMNUUQLEGI-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  95.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(3-acetyl-7-(N,N-dimethylamino)-2-oxo-2H-chromen-4-ylamino)-3-phenylpropionic acid 在 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 生成
  参考文献：
  名称：

  Design of a Coumarin-Based Triketone as a Fluorescent Protecting Group for Primary Amines

  摘要：

  A series of 3-acetyl-4-hydroxycoumarin and its derivatives were prepared and evaluated for their potential to function as a fluorescent primary amine protection group. When primary amines or amino acids react with the protecting group 3-acetyl-4-methoxy-7-N,N-dimethylaminocoumarin, the resulting compounds emit blue fluorescence with a quantum yield of 0.25-0.50 in methylene chloride. These protected compounds display satisfactory acid/base stability, and the protecting group can be removed with 5% hydrazine hydrate in DMF within 5 min at ambient temperature.

  DOI：

  10.1021/jo801060p
• 作为产物：
  描述：

  3-acetyl-7-(N,N-dimethylamino)-4-methoxychromen-2-one 、 L-苯丙氨酸盐酸盐 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以84%的产率得到2-(3-acetyl-7-(N,N-dimethylamino)-2-oxo-2H-chromen-4-ylamino)-3-phenylpropionic acid
  参考文献：
  名称：

  Design of a Coumarin-Based Triketone as a Fluorescent Protecting Group for Primary Amines

  摘要：

  A series of 3-acetyl-4-hydroxycoumarin and its derivatives were prepared and evaluated for their potential to function as a fluorescent primary amine protection group. When primary amines or amino acids react with the protecting group 3-acetyl-4-methoxy-7-N,N-dimethylaminocoumarin, the resulting compounds emit blue fluorescence with a quantum yield of 0.25-0.50 in methylene chloride. These protected compounds display satisfactory acid/base stability, and the protecting group can be removed with 5% hydrazine hydrate in DMF within 5 min at ambient temperature.

  DOI：

  10.1021/jo801060p

文献信息

• Design of a Coumarin-Based Triketone as a Fluorescent Protecting Group for Primary Amines
  作者：Pei-Yu Kuo、Ding-Yah Yang

  DOI：10.1021/jo801060p

  日期：2008.8.1

  A series of 3-acetyl-4-hydroxycoumarin and its derivatives were prepared and evaluated for their potential to function as a fluorescent primary amine protection group. When primary amines or amino acids react with the protecting group 3-acetyl-4-methoxy-7-N,N-dimethylaminocoumarin, the resulting compounds emit blue fluorescence with a quantum yield of 0.25-0.50 in methylene chloride. These protected compounds display satisfactory acid/base stability, and the protecting group can be removed with 5% hydrazine hydrate in DMF within 5 min at ambient temperature.