2-amino-5-benzoyl-4-(2,6-dichlorophenyl)-1-[(4-methoxyphenyl)sulfonyl]-1H-pyrrole-3-carbonitrile | 1266682-33-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-5-benzoyl-4-(2,6-dichlorophenyl)-1-[(4-methoxyphenyl)sulfonyl]-1H-pyrrole-3-carbonitrile
• 英文别名: 2-Amino-5-benzoyl-4-(2,6-dichlorophenyl)-1-(4-methoxyphenyl)sulfonylpyrrole-3-carbonitrile
• CAS: 1266682-33-0
• 化学式: C₂₅H₁₇Cl₂N₃O₄S
• 分子量: 526.4
• InChiKey: RIQGIZIXCSOLFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-methoxy-N-(2-oxo-2-phenylethyl)benzenesulfonamide 在 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙腈 为溶剂， 反应 4.0h， 生成 2-amino-5-benzoyl-4-(2,6-dichlorophenyl)-1-[(4-methoxyphenyl)sulfonyl]-1H-pyrrole-3-carbonitrile
  参考文献：
  名称：

  One-Pot Multicomponent Synthesis of Diversely Substituted 2-Aminopyrroles. A Short General Synthesis of Rigidins A, B, C, and D

  摘要：

  Privileged medicinal scaffolds based on the structures of tetra- and pentasubstituted 2-aminopyrroles were prepared via one-pot multicomponent reactions of structurally diverse aldehydes and N-(aryl-, hetaryl-, alkylsulfonamido)acetophenones with activated methylene compounds. This methodology was used in a four-step synthesis of alkaloids rigidins A, B, C, and Din overall yields of 61%, 58%, 60%, and 53%, respectively. Of these, rigidins B, C, and D were synthesized for the first time.

  DOI：

  10.1021/ol103149b

文献信息

• One-Pot Multicomponent Synthesis of Diversely Substituted 2-Aminopyrroles. A Short General Synthesis of Rigidins A, B, C, and D
  作者：Liliya V. Frolova、Nikolai M. Evdokimov、Kathryn Hayden、Indranil Malik、Snezna Rogelj、Alexander Kornienko、Igor V. Magedov

  DOI：10.1021/ol103149b

  日期：2011.3.4

  Privileged medicinal scaffolds based on the structures of tetra- and pentasubstituted 2-aminopyrroles were prepared via one-pot multicomponent reactions of structurally diverse aldehydes and N-(aryl-, hetaryl-, alkylsulfonamido)acetophenones with activated methylene compounds. This methodology was used in a four-step synthesis of alkaloids rigidins A, B, C, and Din overall yields of 61%, 58%, 60%, and 53%, respectively. Of these, rigidins B, C, and D were synthesized for the first time.