(S)-1,3-bis(benzyloxy)-1-(1-phenyl-1H-pyrrol-2-yl)Propan-2-one | 1447938-58-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: (S)-1,3-bis(benzyloxy)-1-(1-phenyl-1H-pyrrol-2-yl)Propan-2-one
• CAS: 1447938-58-0
• 化学式: C₂₇H₂₅NO₃
• 分子量: 411.5
• InChiKey: BGZNLXJMGPBJEO-MHZLTWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.52
• 重原子数：
  31.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  40.46
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-1,3-bis(benzyloxy)-1-(1-phenyl-1H-pyrrol-2-yl)Propan-2-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以71.429%的产率得到
  参考文献：
  名称：

  InBr₃-Mediated One-Pot Synthesis of 2-(Polyhydroxylatedalkyl)-N-aryl-/-alkylpyrroles from 1,2-Cyclopropa-3-pyranone and Amines

  摘要：

  An efficient one-pot synthesis of polyhydroxyalkyl-substituted pyrroles from 1,2-cyclopropa-3-pyranones with primary amines is reported. With 10% of InBr3 as the catalyst, both aryl- and alkylamines as well as various 1,2-cyclopropa-3-pyranones are well tolerated. This method is highly appealing because of its one-pot process, mild reaction conditions, substrate simplicity, and broad substrate scope.

  DOI：

  10.1021/ol401489x
• 作为产物：
  描述：

  (1S,2R)-1,3-bis(benzyloxy)-1-(1-phenyl-1H-pyrrol-2-yl)propan-2-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以90%的产率得到(S)-1,3-bis(benzyloxy)-1-(1-phenyl-1H-pyrrol-2-yl)Propan-2-one
  参考文献：
  名称：

  InBr₃-Mediated One-Pot Synthesis of 2-(Polyhydroxylatedalkyl)-N-aryl-/-alkylpyrroles from 1,2-Cyclopropa-3-pyranone and Amines

  摘要：

  An efficient one-pot synthesis of polyhydroxyalkyl-substituted pyrroles from 1,2-cyclopropa-3-pyranones with primary amines is reported. With 10% of InBr3 as the catalyst, both aryl- and alkylamines as well as various 1,2-cyclopropa-3-pyranones are well tolerated. This method is highly appealing because of its one-pot process, mild reaction conditions, substrate simplicity, and broad substrate scope.

  DOI：

  10.1021/ol401489x