4-(5-chloro-2-oxo-1,2-dihydropyrimidin-1-ylmethoxymethyl)benzoyl chloride | 146307-07-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(5-chloro-2-oxo-1,2-dihydropyrimidin-1-ylmethoxymethyl)benzoyl chloride
• 英文别名: 4-[(5-chloro-2-oxopyrimidin-1-yl)methoxymethyl]benzoyl chloride
• CAS: 146307-07-5
• 化学式: C₁₃H₁₀Cl₂N₂O₃
• 分子量: 313.14
• InChiKey: PWBCJWUNBWSBSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  61.19
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-(5-chloro-2-oxo-1,2-dihydropyrimidin-1-ylmethoxymethyl)benzoyl chloride 在 ammonium carbonate buffer 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.33h， 生成 2-<4-(5-chloro-2-oxo-1,2-dihydropyrimidin-1-ylmethoxymethyl)benzamido>succinic acid 4-benzyl ester
  参考文献：
  名称：

  Synthesis of Pyrimidine Derivatives of Amino Acids Using Pig Liver Esterase and Pancreas Lipase.

  摘要：

  The parent methyl ester of the N-1 substituted 5-chloropyrimidinone is hydrolysed by pig liver esterase to the corresponding carboxylic acid. The acid chloride as made with PCl5 in toluene, and coupling with benzyl and Methyl esters Of selected L-amino acids to the corresponding amides was done in dichloromethane in the presence of triethylamine. The benzyl and methyl ester protecting groups were hydrolysed with pancreas lipase or esterase in a pH-stat to yield the corresponding carboxylic acids.

  DOI：

  10.3891/acta.chem.scand.46-1204
• 作为产物：
  描述：

  4-(5-chloro-2-oxo-1,2-dihydropyrimidin-1-ylmethoxymethyl)benzoic acid 在 五氯化磷 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以98%的产率得到4-(5-chloro-2-oxo-1,2-dihydropyrimidin-1-ylmethoxymethyl)benzoyl chloride
  参考文献：
  名称：

  Synthesis of Pyrimidine Derivatives of Amino Acids Using Pig Liver Esterase and Pancreas Lipase.

  摘要：

  The parent methyl ester of the N-1 substituted 5-chloropyrimidinone is hydrolysed by pig liver esterase to the corresponding carboxylic acid. The acid chloride as made with PCl5 in toluene, and coupling with benzyl and Methyl esters Of selected L-amino acids to the corresponding amides was done in dichloromethane in the presence of triethylamine. The benzyl and methyl ester protecting groups were hydrolysed with pancreas lipase or esterase in a pH-stat to yield the corresponding carboxylic acids.

  DOI：

  10.3891/acta.chem.scand.46-1204

文献信息

• Synthesis of Pyrimidine Derivatives of Amino Acids Using Pig Liver Esterase and Pancreas Lipase.
  作者：Gunnar Hagelin、Søren G. Laland、Kjell Undheim、Olof Wennerström、Martti Dahlqvist、M. M. Kady、S. Brøgger Christensen

  DOI：10.3891/acta.chem.scand.46-1204

  日期：——

  The parent methyl ester of the N-1 substituted 5-chloropyrimidinone is hydrolysed by pig liver esterase to the corresponding carboxylic acid. The acid chloride as made with PCl5 in toluene, and coupling with benzyl and Methyl esters Of selected L-amino acids to the corresponding amides was done in dichloromethane in the presence of triethylamine. The benzyl and methyl ester protecting groups were hydrolysed with pancreas lipase or esterase in a pH-stat to yield the corresponding carboxylic acids.