(1S,2R)-1,3-bis(benzyloxy)-1-(1-(4-(trifluoromethyl)phenyl)-1H-pyrrol-2-yl)propan-2-ol | 1447938-42-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: (1S,2R)-1,3-bis(benzyloxy)-1-(1-(4-(trifluoromethyl)phenyl)-1H-pyrrol-2-yl)propan-2-ol
• 英文别名: (1S,2R)-1,3-bis(phenylmethoxy)-1-[1-[4-(trifluoromethyl)phenyl]pyrrol-2-yl]propan-2-ol
• CAS: 1447938-42-2
• 化学式: C₂₈H₂₆F₃NO₃
• 分子量: 481.515
• InChiKey: OQSGZTLYXQUQES-SXOMAYOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  43.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对三氟甲基苯胺 、 (1R,3R,4R,6S)-4-phenylmethoxy-3-(phenylmethoxymethyl)-2-oxabicyclo[4.1.0]heptan-5-one 在 indium(III) bromide 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以55%的产率得到(1S,2R)-1,3-bis(benzyloxy)-1-(1-(4-(trifluoromethyl)phenyl)-1H-pyrrol-2-yl)propan-2-ol
  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

文献信息

• InBr₃-Mediated One-Pot Synthesis of 2-(Polyhydroxylatedalkyl)-<i>N</i>-aryl-/-alkylpyrroles from 1,2-Cyclopropa-3-pyranone and Amines
  作者：Pingyuan Wang、Shanshan Song、Zehong Miao、Guangfu Yang、Ao Zhang

  DOI：10.1021/ol401489x

  日期：2013.8.2

  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.