methyl 1-[(aminocarbonyl)amino]-5-hydroxy-2-methyl-4,4-diphenyl-4,5-dihydro-1H-pyrrole-3-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 1-[(aminocarbonyl)amino]-5-hydroxy-2-methyl-4,4-diphenyl-4,5-dihydro-1H-pyrrole-3-carboxylate
• 英文别名: methyl 1-(carbamoylamino)-2-hydroxy-5-methyl-3,3-diphenyl-2H-pyrrole-4-carboxylate
• 化学式: C₂₀H₂₁N₃O₄
• 分子量: 367.404
• InChiKey: GSUXFOZVUVANFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 1-[(aminocarbonyl)amino]-5-hydroxy-2-methyl-4,4-diphenyl-4,5-dihydro-1H-pyrrole-3-carboxylate 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以87%的产率得到methyl 1-[(aminocarbonyl)amino]-2-methyl-4,5-diphenyl-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  Straightforward Entry into 5-Hydroxy-1-aminopyrrolines and the Corresponding Pyrroles from 1,2-Diaza-1,3-butadienes

  摘要：

  The synthesis of 5-hydroxy-1-aminopyrroline-3-carboxylic acid derivatives and 5-unsubstituted-1-aminopyrrole-3-carboxylic acid derivatives from 1,2-diaza-1,3-butadienes and aldehydes is presented. These domino reactions offer the advantage of executing multistep transformation without intermediate workup procedures. The stereoselectivity of ring closure to 5-hydroxy-1-aminopyrroline-3-carboxylic acid derivatives and phenyl transposition to 2,3-diphenyl-1-aminopyrrole-3-carboxylic acid derivatives are also studied.

  DOI：

  10.1021/jo025656k
• 作为产物：
  描述：

  联苯乙醛 、 1-aminocarbonyl-3-methyl-4-methoxycarbonyl-1,2-diaza-1,3-diene 在 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以46%的产率得到methyl 1-[(aminocarbonyl)amino]-5-hydroxy-2-methyl-4,4-diphenyl-4,5-dihydro-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  Straightforward Entry into 5-Hydroxy-1-aminopyrrolines and the Corresponding Pyrroles from 1,2-Diaza-1,3-butadienes

  摘要：

  The synthesis of 5-hydroxy-1-aminopyrroline-3-carboxylic acid derivatives and 5-unsubstituted-1-aminopyrrole-3-carboxylic acid derivatives from 1,2-diaza-1,3-butadienes and aldehydes is presented. These domino reactions offer the advantage of executing multistep transformation without intermediate workup procedures. The stereoselectivity of ring closure to 5-hydroxy-1-aminopyrroline-3-carboxylic acid derivatives and phenyl transposition to 2,3-diphenyl-1-aminopyrrole-3-carboxylic acid derivatives are also studied.

  DOI：

  10.1021/jo025656k