3-(ethoxycarbonyl)-5-methoxy-1-methyl-3,6-dihydropyrazin-2-one | 1215725-47-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(ethoxycarbonyl)-5-methoxy-1-methyl-3,6-dihydropyrazin-2-one
• 英文别名: Ethyl 6-methoxy-4-methyl-3-oxo-2,5-dihydropyrazine-2-carboxylate；ethyl 6-methoxy-4-methyl-3-oxo-2,5-dihydropyrazine-2-carboxylate
• CAS: 1215725-47-5
• 化学式: C₉H₁₄N₂O₄
• 分子量: 214.221
• InChiKey: OZSOJESIRRFFKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  68.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(benzylsulfanyl)-1,2,4-triazole 、 3-(ethoxycarbonyl)-5-methoxy-1-methyl-3,6-dihydropyrazin-2-one 在 奎宁 作用下， 以 甲苯 、 苯 为溶剂， 生成 3-benzylsulfanyl-3-(ethoxycarbonyl)-5-methoxy-1-methyl-3,6-dihydro-1H-pyrazin-2-one 、 3-benzylsulfanyl-3-(ethoxycarbonyl)-5-methoxy-1-methyl-3,6-dihydro-1H-pyrazin-2-one
  参考文献：
  名称：

  Enantioselective organocatalytic α-sulfenylation of substituted diketopiperazines

  摘要：

  The asymmetric organocatalytic alpha-sulfenylation of substituted piperazine-2,5-diones is reported, with cinchona alkaloids as chiral Lewis bases and electrophilic sulfur transfer reagents. Catalyst loadings, the type of sulfur transfer reagent, temperature and solvent were investigated in order to optimize the reaction conditions. The effects of ring substitution and the type of catalyst on the yield and enantioselectivity of the reaction are reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.10.037
• 作为产物：
  描述：

  5-methoxy-1-methyl-3,6-dihydropyrazin-2-one 、 碳酸二乙酯 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到3-(ethoxycarbonyl)-5-methoxy-1-methyl-3,6-dihydropyrazin-2-one
  参考文献：
  名称：

  Enantioselective organocatalytic α-sulfenylation of substituted diketopiperazines

  摘要：

  The asymmetric organocatalytic alpha-sulfenylation of substituted piperazine-2,5-diones is reported, with cinchona alkaloids as chiral Lewis bases and electrophilic sulfur transfer reagents. Catalyst loadings, the type of sulfur transfer reagent, temperature and solvent were investigated in order to optimize the reaction conditions. The effects of ring substitution and the type of catalyst on the yield and enantioselectivity of the reaction are reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.10.037