2',5'-dihydroxy-3',4'-dimethoxybiphenyl-2-carboxylic acid methyl ester | 857674-73-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: 2',5'-dihydroxy-3',4'-dimethoxybiphenyl-2-carboxylic acid methyl ester
• 英文别名: Methyl 2-(2,5-dihydroxy-3,4-dimethoxyphenyl)benzoate
• CAS: 857674-73-8
• 化学式: C₁₆H₁₆O₆
• 分子量: 304.299
• InChiKey: RFHGBUYWXVKUNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2',5'-dihydroxy-3',4'-dimethoxybiphenyl-2-carboxylic acid methyl ester 以 氘代氯仿 为溶剂， 反应 144.0h， 生成 2-hydroxy-3,4-dimethoxybenzo[c]chromen-6-one
  参考文献：
  名称：

  A New Fluorogenic Transformation:  Development of an Optical Probe for Coenzyme Q

  摘要：

  [GRAPHICS]A new fluorogenic transformation based on a quinone reduction/lactonization sequence has been developed and evaluated as a tool for probing redox phenomena in a biochemical context. The probe presented herein is an irreversible redox probe and is reduced selectively by biologically relevant quinols such as ubiquinol but is inert to reduced nicotinamides (e.g., NADH). The ensuing cyclization is fast and quantitative and provides a measurable optical response.

  DOI：

  10.1021/ol0507569
• 作为产物：
  描述：

  1,2,3,4-四甲氧基苯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 palladium on activated charcoal potassium phosphate 、 正丁基锂 、 ammonium cerium(IV) nitrate 、 氢气 、 双(2-二苯基磷苯基)醚 作用下， 以 四氢呋喃 、 氘代氯仿 、 正己烷 、 水 、 甲苯 、 乙腈 为溶剂， 反应 31.5h， 生成 2',5'-dihydroxy-3',4'-dimethoxybiphenyl-2-carboxylic acid methyl ester
  参考文献：
  名称：

  A New Fluorogenic Transformation:  Development of an Optical Probe for Coenzyme Q

  摘要：

  [GRAPHICS]A new fluorogenic transformation based on a quinone reduction/lactonization sequence has been developed and evaluated as a tool for probing redox phenomena in a biochemical context. The probe presented herein is an irreversible redox probe and is reduced selectively by biologically relevant quinols such as ubiquinol but is inert to reduced nicotinamides (e.g., NADH). The ensuing cyclization is fast and quantitative and provides a measurable optical response.

  DOI：

  10.1021/ol0507569