Methyl 4-acetamido-2,3-dimethyl-6-(2-oxopropyl)thieno[2,3-b]pyrrole-5-carboxylate | 882184-18-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Methyl 4-acetamido-2,3-dimethyl-6-(2-oxopropyl)thieno[2,3-b]pyrrole-5-carboxylate
• CAS: 882184-18-1
• 化学式: C₁₅H₁₈N₂O₄S
• 分子量: 322.385
• InChiKey: JBQDCJYSBKBZRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 4-acetamido-2,3-dimethyl-6-(2-oxopropyl)thieno[2,3-b]pyrrole-5-carboxylate 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 6.0h， 以95%的产率得到4-Acetamido-2,3-dimethyl-6-(2-oxopropyl)thieno[2,3-b]pyrrole-5-carboxylic acid
  参考文献：
  名称：

  Synthesis of 7,8‐Dihydrothieno[3′,2′:4,5]pyrrolo[1,2‐a]pyrazin‐5(6H)‐ones Using a Modification of Four‐Component Ugi Reaction

  摘要：

  We describe an efficient synthesis of novel 7,8-dihydrothieno [ 30,20: 4,5] pyrrolo[ 1,2-a] pyrazin-5(6H)-one heterocyclic structures. The target compounds were prepared by a novel modification of four-component Ugi reaction of heterocyclic bifunctional keto acids, isonitriles, and amines. We demonstrate the usefulness and versatility of the developed approach, which is amenable to production of combinatorial libraries.

  DOI：

  10.1080/00397910500466140
• 作为产物：
  描述：

  methyl 4-acetamido-2,3-dimethyl-6H-thieno[2,3-b]pyrrole-5-carboxylate 、 一氯丙酮 在 18-冠醚-6 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以85%的产率得到Methyl 4-acetamido-2,3-dimethyl-6-(2-oxopropyl)thieno[2,3-b]pyrrole-5-carboxylate
  参考文献：
  名称：

  Synthesis of 7,8‐Dihydrothieno[3′,2′:4,5]pyrrolo[1,2‐a]pyrazin‐5(6H)‐ones Using a Modification of Four‐Component Ugi Reaction

  摘要：

  We describe an efficient synthesis of novel 7,8-dihydrothieno [ 30,20: 4,5] pyrrolo[ 1,2-a] pyrazin-5(6H)-one heterocyclic structures. The target compounds were prepared by a novel modification of four-component Ugi reaction of heterocyclic bifunctional keto acids, isonitriles, and amines. We demonstrate the usefulness and versatility of the developed approach, which is amenable to production of combinatorial libraries.

  DOI：

  10.1080/00397910500466140

文献信息

• Synthesis of 7,8‐Dihydrothieno[3′,2′:4,5]pyrrolo[1,2‐<i>a</i>]pyrazin‐5(6<i>H</i>)‐ones Using a Modification of Four‐Component Ugi Reaction
  作者：Alexey P. Ilyin、Vladimir V. Kobak、Irina G. Dmitrieva、Yulia N. Peregudova、Veronika A. Kustova、Yulia S. Mishunina、Sergey E. Tkachenko、Alexandre V. Ivachtchenko

  DOI：10.1080/00397910500466140

  日期：2006.3.1

  We describe an efficient synthesis of novel 7,8-dihydrothieno [ 30,20: 4,5] pyrrolo[ 1,2-a] pyrazin-5(6H)-one heterocyclic structures. The target compounds were prepared by a novel modification of four-component Ugi reaction of heterocyclic bifunctional keto acids, isonitriles, and amines. We demonstrate the usefulness and versatility of the developed approach, which is amenable to production of combinatorial libraries.