Ethyl 1-[(4-fluorophenyl)methyl]-5-methyl-4-nitropyrrole-2-carboxylate | 183268-78-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: Ethyl 1-[(4-fluorophenyl)methyl]-5-methyl-4-nitropyrrole-2-carboxylate
• CAS: 183268-78-2
• 化学式: C₁₅H₁₅FN₂O₄
• 分子量: 306.294
• InChiKey: SGAPWUXFFYAMKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  77
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 1-[(4-fluorophenyl)methyl]-5-methyl-4-nitropyrrole-2-carboxylate 在 喹啉 、 氢氧化钾 、 sodium hydroxide 、 铜 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 Ethyl 4-[1-[(4-fluorophenyl)methyl]-3-nitropyrrol-2-yl]butanoate
  参考文献：
  名称：

  Synthesis and nucleophilic properties of 1,2-dialkyl-3-nitropyrroles and 1,5-dialkyl-4-nitropyrrole-2-carboxylic acid derivatives

  摘要：

  1,2-Dialkyl-3-nitropyrroles 1 are versatile synthetic tools for obtaining substituted pyrrolidines or fused ring heterocycles such as pyrrolopyridines, pyrrolopyrimidines or pyrroloazepines. We have established a method for obtaining compounds related to structure 1 and studied the reactivity as a nucleophile of the benzylic type moiety in the alkyl residue bound to position 2.

  DOI：

  10.1039/p19960002277
• 作为产物：
  描述：

  2-甲基吡咯 在 氢氧化钾 、 硝酸 、 sodium ethanolate 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 1.5h， 生成 Ethyl 1-[(4-fluorophenyl)methyl]-5-methyl-4-nitropyrrole-2-carboxylate
  参考文献：
  名称：

  Synthesis and nucleophilic properties of 1,2-dialkyl-3-nitropyrroles and 1,5-dialkyl-4-nitropyrrole-2-carboxylic acid derivatives

  摘要：

  1,2-Dialkyl-3-nitropyrroles 1 are versatile synthetic tools for obtaining substituted pyrrolidines or fused ring heterocycles such as pyrrolopyridines, pyrrolopyrimidines or pyrroloazepines. We have established a method for obtaining compounds related to structure 1 and studied the reactivity as a nucleophile of the benzylic type moiety in the alkyl residue bound to position 2.

  DOI：

  10.1039/p19960002277

文献信息

• Oxidation on the Side Chain in 1,2-Dialkyl-3-nitropyrroles and 3-Alkylaminosulfonyl-1,2-dialkylpyrroles
  作者：Concepicó Moranta、M. Dolors Pujol、Antoni M. Molins-Pujol、Joaquim Bonal

  DOI：10.1055/s-1999-3411

  日期：1999.3

  Benzylic-type methyl and methylene groups can be converted either to the corresponding alkyl halide, alcohol or carbonyl compounds by treating different substituted 3-nitro- and 3-alkylaminosulfonylpyrroles with the adequate oxidizing agent.

  通过用适当的氧化剂处理不同的取代的3-硝基-和3-烷基氨基磺酰基吡咯，可以将苄型甲基和亚甲基转化为相应的烷基卤、醇或羰基化合物。
• Synthesis and nucleophilic properties of 1,2-dialkyl-3-nitropyrroles and 1,5-dialkyl-4-nitropyrrole-2-carboxylic acid derivatives
  作者：Antoni M. Molins-Pujol、Concepció Moranta、Carmina Arroyo、M. Teresa Rodríguez、M. Carmen Meca、M. Dolors Pujol、Joaquim Bonal

  DOI：10.1039/p19960002277

  日期：——

  1,2-Dialkyl-3-nitropyrroles 1 are versatile synthetic tools for obtaining substituted pyrrolidines or fused ring heterocycles such as pyrrolopyridines, pyrrolopyrimidines or pyrroloazepines. We have established a method for obtaining compounds related to structure 1 and studied the reactivity as a nucleophile of the benzylic type moiety in the alkyl residue bound to position 2.