5-Ethyl-4-(1-methoxycarbonyl-2-oxo-propyl)-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester | 907583-60-2

• 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: 5-Ethyl-4-(1-methoxycarbonyl-2-oxo-propyl)-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester
• 英文别名: methyl 5-ethyl-4-(1-methoxy-1,3-dioxobutan-2-yl)-3,4-dihydro-2H-pyridine-1-carboxylate
• CAS: 907583-60-2
• 化学式: C₁₄H₂₁NO₅
• 分子量: 283.324
• InChiKey: OCFQSMVYGVRENF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Ethyl-4-(1-methoxycarbonyl-2-oxo-propyl)-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester 在 palladium on activated charcoal 碘代三甲硅烷 、 potassium methanolate 、 氢气 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 cincholoiponic acid methyl ester HCl salt
  参考文献：
  名称：

  Copper ion-catalyzed regioselective introduction of active methylene groups into the γ-position of piperidine skeleton and its application to the synthesis of (−)-cincholoiponic acid

  摘要：

  Copper ion-catalyzed regioselective introduction of active methylene groups into the gamma-position of piperidine skeleton was exploited. In the case of using chiral ligand as an additive, this reaction proceeded with moderate enantioselectivities. This method was applied to the synthesis of (-)-cincholoiponic acid from N-methoxycarbonylpiperidine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.158
• 作为产物：
  描述：

  5-Ethyl-6-methoxy-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester 、 乙酰乙酸甲酯 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 5-Ethyl-6-(1-methoxycarbonyl-2-oxo-propyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester 、 5-Ethyl-4-(1-methoxycarbonyl-2-oxo-propyl)-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Copper ion-catalyzed regioselective introduction of active methylene groups into the γ-position of piperidine skeleton and its application to the synthesis of (−)-cincholoiponic acid

  摘要：

  Copper ion-catalyzed regioselective introduction of active methylene groups into the gamma-position of piperidine skeleton was exploited. In the case of using chiral ligand as an additive, this reaction proceeded with moderate enantioselectivities. This method was applied to the synthesis of (-)-cincholoiponic acid from N-methoxycarbonylpiperidine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.158