isopropyl 2-hydroxyiminomethyl-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-5-carboxylate | 1452166-70-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: isopropyl 2-hydroxyiminomethyl-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-5-carboxylate
• 英文别名: 3-O-methyl 5-O-propan-2-yl 2-(hydroxyiminomethyl)-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 1452166-70-9
• 化学式: C₁₉H₂₁N₃O₇
• 分子量: 403.392
• InChiKey: BCVBUSVDACKPPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  140.36
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  isopropyl 2-hydroxyiminomethyl-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-5-carboxylate 在 乙酸酐 、 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以85.1%的产率得到尼伐地平
  参考文献：
  名称：

  Ac2O/K2CO3/DMSO: an efficient and practical reagent system for the synthesis of nitriles from aldoximes

  摘要：

  The transformation of aldoximes to nitriles using acetic anhydride as dehydration agent under mild reaction conditions is reported. The reaction, which proceeds under weak alkaline condition, allows for the conversion of a range of aldoximes including aromatic aldoximes, alphatic aldoximes, and heterocyclic aldoximes in good to excellent yields. This method has also been successfully applied to the synthesis of calcium channel blocker nilvadipine in pilot scale. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.079
• 作为产物：
  描述：

  4-(3-硝基苯基)-2-甲醛基-6-甲基-1,4-二氢吡啶-3,5-二羧酸 5-异丙酯-3-甲酯 在 盐酸羟胺 、 sodium acetate 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 以83.2%的产率得到isopropyl 2-hydroxyiminomethyl-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-5-carboxylate
  参考文献：
  名称：

  Ac2O/K2CO3/DMSO: an efficient and practical reagent system for the synthesis of nitriles from aldoximes

  摘要：

  The transformation of aldoximes to nitriles using acetic anhydride as dehydration agent under mild reaction conditions is reported. The reaction, which proceeds under weak alkaline condition, allows for the conversion of a range of aldoximes including aromatic aldoximes, alphatic aldoximes, and heterocyclic aldoximes in good to excellent yields. This method has also been successfully applied to the synthesis of calcium channel blocker nilvadipine in pilot scale. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.079