3,5-dimethyl-2-[3-methyl-1-(1-(S)-phenyl-ethyl)-1H-pyrrol-2-yl]phenol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3,5-dimethyl-2-[3-methyl-1-(1-(S)-phenyl-ethyl)-1H-pyrrol-2-yl]phenol
• 英文别名: 3,5-dimethyl-2-[3-methyl-1-[(1S)-1-phenylethyl]pyrrol-2-yl]phenol
• 化学式: C₂₁H₂₃NO
• 分子量: 305.42
• InChiKey: YGTORKVEQSWSTG-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  25.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3,5-Dimethyl-2-propionyl-phenol 在 2,3,5-三甲基吡啶 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 19.0h， 生成 3,5-dimethyl-2-[3-methyl-1-(1-(S)-phenyl-ethyl)-1H-pyrrol-2-yl]phenol
  参考文献：
  名称：

  Stereoselective synthesis of new classes of atropisomeric compounds through a tandem Michael reaction–azacyclization process. Part 2

  摘要：

  Three new classes of atropisomeric compounds, that is, 6-aryl-dihydro-pyridin-2-ones, 6-aryl-pyridin-2-ones and 2-aryl-pyrroles, have been prepared from chiral imines through an efficient stereoselective tandem Michael-azacyclization process. In all cases, a study has shown that the barrier to rotation of the chiral axis is remarkably high. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.10.025

文献信息

• Stereoselective synthesis of new classes of atropisomeric compounds through a tandem Michael reaction–azacyclization process. Part 2
  作者：Stéphane Le Gac、Nicolas Monnier-Benoit、Lionel Doumampouom Metoul、Samuel Petit、Ivan Jabin

  DOI：10.1016/j.tetasy.2003.10.025

  日期：2004.1

  Three new classes of atropisomeric compounds, that is, 6-aryl-dihydro-pyridin-2-ones, 6-aryl-pyridin-2-ones and 2-aryl-pyrroles, have been prepared from chiral imines through an efficient stereoselective tandem Michael-azacyclization process. In all cases, a study has shown that the barrier to rotation of the chiral axis is remarkably high. (C) 2003 Elsevier Ltd. All rights reserved.