ethyl 3-(3-bromo-4,5-dimethoxyphenyl)-3-oxopropionate | 141613-47-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 3-(3-bromo-4,5-dimethoxyphenyl)-3-oxopropionate
• 英文别名: Ethyl 3-bromo-4,5-dimethoxy-I(2)-oxobenzenepropanoate；ethyl 3-(3-bromo-4,5-dimethoxyphenyl)-3-oxopropanoate
• CAS: 141613-47-0
• 化学式: C₁₃H₁₅BrO₅
• 分子量: 331.163
• InChiKey: GQSSBGSDRASVNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-(3-bromo-4,5-dimethoxyphenyl)-3-oxopropionate 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以70%的产率得到ethyl 3-(3-bromo-4,5-dihydroxyphenyl)-3-oxopropionate
  参考文献：
  名称：

  Synthesis and structure-activity relationships of cephalosporins with C-3' catechol-containing residues

  摘要：

  Cephalosporins with new catechol substituents at C-3' have been synthesized, including novel compounds with C-3' carbon-carbon bonds. Many of these compounds have high potency against Gram-negative bacteria, in particular against resistant strains like Pseudomonas aeruginosa. Structure-activity relationships are discussed in terms of their dependence on the pK(a) of the C-3' catechol and also in terms of steric and conformational factors of the C-3' substituent. The best overall properties were found in compounds with a bulky and/or conformationally restricted acidic C-3' catechol.

  DOI：

  10.1021/jm00092a014
• 作为产物：
  描述：

  3-溴-4,5-二甲氧基苯甲醛 在 jones reagent 、 sodium hydride 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 3.33h， 生成 ethyl 3-(3-bromo-4,5-dimethoxyphenyl)-3-oxopropionate
  参考文献：
  名称：

  Synthesis and structure-activity relationships of cephalosporins with C-3' catechol-containing residues

  摘要：

  Cephalosporins with new catechol substituents at C-3' have been synthesized, including novel compounds with C-3' carbon-carbon bonds. Many of these compounds have high potency against Gram-negative bacteria, in particular against resistant strains like Pseudomonas aeruginosa. Structure-activity relationships are discussed in terms of their dependence on the pK(a) of the C-3' catechol and also in terms of steric and conformational factors of the C-3' substituent. The best overall properties were found in compounds with a bulky and/or conformationally restricted acidic C-3' catechol.

  DOI：

  10.1021/jm00092a014