1-((1R,3S)-1,3-bis((R)-1-phenylethylamino)hexyl)naphthalen-2-ol | 1346134-28-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-((1R,3S)-1,3-bis((R)-1-phenylethylamino)hexyl)naphthalen-2-ol
• 英文别名: 1-[(1R,3S)-1,3-bis[[(1R)-1-phenylethyl]amino]hexyl]naphthalen-2-ol
• CAS: 1346134-28-8
• 化学式: C₃₂H₃₈N₂O
• 分子量: 466.667
• InChiKey: UNXUREDKFUXAAY-UECYMZNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  44.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  己烯醛 、 R(+)-alpha-甲基苄胺 、 2-萘酚 以62%的产率得到1-((1R,3S)-1,3-bis((R)-1-phenylethylamino)hexyl)naphthalen-2-ol
  参考文献：
  名称：

  Stereoselective synthesis of new vicinal diaminoalkyl naphthols by three component Mannich type reaction of α,β-unsaturated aldehydes

  摘要：

  The application of the aromatic Mannich reaction to alpha,beta-unsaturated aldehydes, affords a series of new diaminoalkyl naphthols, by a convenient solventless reaction, starting from inexpensive and easily available starting materials. The absolute configurations of the products obtained are attributed on the basis of the coupling constant values of H-1 NMR spectra, joined with the conformational analysis of the molecules by molecular modelling. A mechanistic hypothesis is proposed, which involves an imino-amino intermediate. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.08.025

文献信息

• Stereoselective synthesis of new vicinal diaminoalkyl naphthols by three component Mannich type reaction of α,β-unsaturated aldehydes
  作者：Cristina Cimarelli、Davide Fratoni、Gianni Palmieri

  DOI：10.1016/j.tetasy.2011.08.025

  日期：2011.7

  The application of the aromatic Mannich reaction to alpha,beta-unsaturated aldehydes, affords a series of new diaminoalkyl naphthols, by a convenient solventless reaction, starting from inexpensive and easily available starting materials. The absolute configurations of the products obtained are attributed on the basis of the coupling constant values of H-1 NMR spectra, joined with the conformational analysis of the molecules by molecular modelling. A mechanistic hypothesis is proposed, which involves an imino-amino intermediate. (C) 2011 Elsevier Ltd. All rights reserved.