benzyl 4-(1,3-dibenzylureido)-1H-pyrrole-2-carboxylate | 1010830-51-9

• 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: benzyl 4-(1,3-dibenzylureido)-1H-pyrrole-2-carboxylate
• 英文别名: benzyl 4-[benzyl(benzylcarbamoyl)amino]-1H-pyrrole-2-carboxylate
• CAS: 1010830-51-9
• 化学式: C₂₇H₂₅N₃O₃
• 分子量: 439.514
• InChiKey: WSWWKOHVKWXMMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  74.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzyl 4-(1,3-dibenzylureido)-1H-pyrrole-2-carboxylate 、 苯甲醛 在 三氟乙酸 作用下， 反应 1.5h， 以55%的产率得到benzyl 1,3-dibenzyl-2,3,4,5-tetrahydro-2-oxo-4-phenyl-1H-pyrrolo[3,2-d]pyrimidine-6-carboxylate
  参考文献：
  名称：

  2-Vinylpyrroles and Pyrrolo[3,2-d]pyrimidines from Direct Addition of Aldehydes to 4-Amino-pyrrole-2-carboxylate Derivatives

  摘要：

  A new methodology for the direct preparation of 2-vinylpyrroles is presented. Treatment of 4-amino-pyrrole-2-carboxylates 5a-c and 6a-d with aliphatic aldehydes and TFA furnished 2-vinylpyrroles 2a-k in 9-87% yields. Under similar conditions ureidopyrroles 5a-c reacted with aryl aldehydes to provide pyrrolo[3,2-d]pyrimidines 1a-d in 28-63% yields.

  DOI：

  10.1021/ol702994g
• 作为产物：
  描述：

  异氰酸苄酯 、 4-benzylamino-1H-pyrrole-2-carboxylic acid benzyl ester 以 二氯甲烷 为溶剂， 反应 3.5h， 以89%的产率得到benzyl 4-(1,3-dibenzylureido)-1H-pyrrole-2-carboxylate
  参考文献：
  名称：

  2-Vinylpyrroles and Pyrrolo[3,2-d]pyrimidines from Direct Addition of Aldehydes to 4-Amino-pyrrole-2-carboxylate Derivatives

  摘要：

  A new methodology for the direct preparation of 2-vinylpyrroles is presented. Treatment of 4-amino-pyrrole-2-carboxylates 5a-c and 6a-d with aliphatic aldehydes and TFA furnished 2-vinylpyrroles 2a-k in 9-87% yields. Under similar conditions ureidopyrroles 5a-c reacted with aryl aldehydes to provide pyrrolo[3,2-d]pyrimidines 1a-d in 28-63% yields.

  DOI：

  10.1021/ol702994g

文献信息

• 2-Vinylpyrroles and Pyrrolo[3,2-<i>d</i>]pyrimidines from Direct Addition of Aldehydes to 4-Amino-pyrrole-2-carboxylate Derivatives
  作者：Gil Fridkin、William D. Lubell

  DOI：10.1021/ol702994g

  日期：2008.3.1

  A new methodology for the direct preparation of 2-vinylpyrroles is presented. Treatment of 4-amino-pyrrole-2-carboxylates 5a-c and 6a-d with aliphatic aldehydes and TFA furnished 2-vinylpyrroles 2a-k in 9-87% yields. Under similar conditions ureidopyrroles 5a-c reacted with aryl aldehydes to provide pyrrolo[3,2-d]pyrimidines 1a-d in 28-63% yields.