methyl 4-[1-(4-methoxyphenyl)-6,6-dimethyl-4-oxo-2-phenyl-4,5,6,7-tetrahydro-1H-indol-7-yl]-5-hydroxy-1-phenyl-1H-pyrazole-3-carboxylate | 1446254-65-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 4-[1-(4-methoxyphenyl)-6,6-dimethyl-4-oxo-2-phenyl-4,5,6,7-tetrahydro-1H-indol-7-yl]-5-hydroxy-1-phenyl-1H-pyrazole-3-carboxylate
• CAS: 1446254-65-4
• 化学式: C₃₄H₃₁N₃O₅
• 分子量: 561.637
• InChiKey: IDBOFVNUVBQZQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.58
• 重原子数：
  42.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  95.58
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  3-[(4-甲氧苯基)氨基]-5,5-二甲基-1-环己-2-烯酮 、 3,4-二羟基苯乙酮 、 苯肼 、 丁炔二酸二甲酯 在 溶剂黄146 作用下， 以79%的产率得到methyl 4-[1-(4-methoxyphenyl)-6,6-dimethyl-4-oxo-2-phenyl-4,5,6,7-tetrahydro-1H-indol-7-yl]-5-hydroxy-1-phenyl-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  A novel allylic substitution strategy to four-component synthesis of pyrazole-substituted fused pyrroles

  摘要：

  The selective formation of pyrazole-substituted fused pyrroles through HOAc-mediated multicomponent reactions of enaminones with arylglyoxal monohydrates and generated in situ pyrazole-3-carboxylates was developed. It constructed a variety of bis-heterocyclic pairs under mild conditions in a domino process. Reaction driving tandem cyclization/allylic esterification/allylic substitution was achieved through the formation of in situ generation of allyl esters and pyrazole-3-carboxylates from readily available starting materials. Up to two new five-membered heterocyclic rings and five new sigma bonds including a C(sp3)-C(sp2) bond were formed in a single reaction without isolated intermediates. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.063