[5-amino-3-(4-bromophenyl)-4-(phenylsulfonyl)-1H-pyrrol-2-yl](phenyl)methanone | 1266682-54-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [5-amino-3-(4-bromophenyl)-4-(phenylsulfonyl)-1H-pyrrol-2-yl](phenyl)methanone
• 英文别名: [5-amino-4-(benzenesulfonyl)-3-(4-bromophenyl)-1H-pyrrol-2-yl]-phenylmethanone
• CAS: 1266682-54-5
• 化学式: C₂₃H₁₇BrN₂O₃S
• 分子量: 481.37
• InChiKey: OZKKFONQHPWTPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对溴苯甲醛 、 N-(2-氧代-2-苯基乙基)甲磺酰胺 、 苯磺酰乙腈 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 14.0h， 以40%的产率得到[5-amino-3-(4-bromophenyl)-4-(phenylsulfonyl)-1H-pyrrol-2-yl](phenyl)methanone
  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.