2-methyl-1-((1S)-1-phenylethyl)-1H-pyrrole-3-carbaldehyde | 891191-31-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methyl-1-((1S)-1-phenylethyl)-1H-pyrrole-3-carbaldehyde
• CAS: 891191-31-4
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: YFARFTHOGUCQHU-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  22.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-methyl-1-((1S)-1-phenylethyl)-1H-pyrrole-3-carbaldehyde 在 lithium aluminium tetrahydride 作用下， 以 乙醚 、 苯 为溶剂， 反应 82.0h， 生成 (1R,2S)-2-((2-methyl-1-((1S)-1-phenylethyl)-1H-pyrrol-3-yl)methylamino)-1-phenylpropan-1-ol
  参考文献：
  名称：

  Synthesis of novel norephedrine-based chiral ligands with multiple stereogenic centers and their application in enantioselective addition of diethylzinc to aldehyde and chalcone

  摘要：

  Novel norephedrine-based chiral ligands with multiple stereogenic centers were conveniently prepared from norephedrine and N-substituted pyrrole. These novel chiral ligands were used to catalyze the enantioselective addition of diethylzinc to aldehydes and to chalcone in high yields and with good to high enantioselectivities. The absolute configuration of products was found to be affected by the stereogenic centers on the norephedrine part of the novel chiral ligands. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.02.005
• 作为产物：
  描述：

  N,N-二甲基甲酰胺 、 (-)-2-Methyl-1-[(1S)-1-phenylethyl]-1H-pyrrole 在 三氯氧磷 作用下， 以 乙醚 、 正戊烷 为溶剂， 以70%的产率得到2-methyl-1-((1S)-1-phenylethyl)-1H-pyrrole-3-carbaldehyde
  参考文献：
  名称：

  Synthesis of novel norephedrine-based chiral ligands with multiple stereogenic centers and their application in enantioselective addition of diethylzinc to aldehyde and chalcone

  摘要：

  Novel norephedrine-based chiral ligands with multiple stereogenic centers were conveniently prepared from norephedrine and N-substituted pyrrole. These novel chiral ligands were used to catalyze the enantioselective addition of diethylzinc to aldehydes and to chalcone in high yields and with good to high enantioselectivities. The absolute configuration of products was found to be affected by the stereogenic centers on the norephedrine part of the novel chiral ligands. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.02.005