2-hydroxy-N-((7-methoxy-2-oxo-2H-chromen-4-yl)methyl)-N,N-dimethylethanaminium | 1429034-73-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2-hydroxy-N-((7-methoxy-2-oxo-2H-chromen-4-yl)methyl)-N,N-dimethylethanaminium
• 英文别名: 2-Chloroethyl-[(7-methoxy-2-oxochromen-4-yl)methyl]-dimethylazanium；2-chloroethyl-[(7-methoxy-2-oxochromen-4-yl)methyl]-dimethylazanium
• CAS: 1429034-73-0
• 化学式: C₁₅H₁₉ClNO₃
• 分子量: 296.774
• InChiKey: NJHNZJBAABXIEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxy-N-((7-methoxy-2-oxo-2H-chromen-4-yl)methyl)-N,N-dimethylethanaminium 生成 4-(hydroxymethyl)-7-methoxycoumarin 、 2-氯-N,N-二甲基乙胺
  参考文献：
  名称：

  Photoinitiated release of an aziridinium ion precursor for the temporally controlled alkylation of nucleophiles

  摘要：

  A photo-activatable aziridinium precursor has been developed to investigate the possibility of a photo-initiated traditional nucleophilic reaction. The photolysis of a quaternary amine yields a tertiary amine and has allowed us to temporally control aziridinium formation and subsequent alkylation of a colorimetric nucleophilic reporter molecule. We have also used this photo-initiated reaction to alkylate a sulfhydryl group. This new photo-initiated alkylation strategy is water-soluble and expands the toolkit of photo-activated crosslinkers for protein labeling research. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.02.044
• 作为产物：
  描述：

  2-Hydroxyethyl-[(7-methoxy-2-oxochromen-4-yl)methyl]-dimethylazanium 在 氯化亚砜 作用下， 反应 16.0h， 生成 2-hydroxy-N-((7-methoxy-2-oxo-2H-chromen-4-yl)methyl)-N,N-dimethylethanaminium
  参考文献：
  名称：

  Photoinitiated release of an aziridinium ion precursor for the temporally controlled alkylation of nucleophiles

  摘要：

  A photo-activatable aziridinium precursor has been developed to investigate the possibility of a photo-initiated traditional nucleophilic reaction. The photolysis of a quaternary amine yields a tertiary amine and has allowed us to temporally control aziridinium formation and subsequent alkylation of a colorimetric nucleophilic reporter molecule. We have also used this photo-initiated reaction to alkylate a sulfhydryl group. This new photo-initiated alkylation strategy is water-soluble and expands the toolkit of photo-activated crosslinkers for protein labeling research. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.02.044

文献信息

• Photoinitiated release of an aziridinium ion precursor for the temporally controlled alkylation of nucleophiles
  作者：Stephen T. McCarron、Mariel Feliciano、Jeffreys N. Johnson、James J. Chambers

  DOI：10.1016/j.bmcl.2013.02.044

  日期：2013.4

  A photo-activatable aziridinium precursor has been developed to investigate the possibility of a photo-initiated traditional nucleophilic reaction. The photolysis of a quaternary amine yields a tertiary amine and has allowed us to temporally control aziridinium formation and subsequent alkylation of a colorimetric nucleophilic reporter molecule. We have also used this photo-initiated reaction to alkylate a sulfhydryl group. This new photo-initiated alkylation strategy is water-soluble and expands the toolkit of photo-activated crosslinkers for protein labeling research. Published by Elsevier Ltd.