(1S)-1-(3-methylphenyl)prop-2-yn-1-amine | 226699-06-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1S)-1-(3-methylphenyl)prop-2-yn-1-amine
• CAS: 226699-06-5
• 化学式: C₁₀H₁₁N
• 分子量: 145.204
• InChiKey: CDZSGZOVUABWAO-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1S)-1-(3-methylphenyl)prop-2-yn-1-amine 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成 N-((R)-2-Methylene-1-m-tolyl-but-3-enyl)-acetamide
  参考文献：
  名称：

  Microwave-assisted ethylene–alkyne cross-metathesis: synthesis of chiral 2-(N-1-acetyl-1-arylmethyl)-1,3-butadienes

  摘要：

  Chiral 1-arylpropargyl amides, which are resistant to undergoing ethylene-alkyne cross-metathesis at atmospheric pressure, were reacted under microwave irradiation to afford enantiomerically enriched 2-(N-1-acetyl-1-arylmethyl)-1,3-butadienes within a few minutes. Enantiomerically enriched amides underwent ethylene-alkyne cross-metathesis with retention of configuration at the propargylic/allylic position. A series of chiral 2-(N-1-acetyl-1-arylmethyl)-1,3-butadienes were synthesised with ee >= 95%; these latter compounds could be used as building blocks for the synthesis of new antifungal and antiaromatase agents. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.08.002
• 作为产物：
  描述：

  (+/-)-1-(3-methylphenyl)-2-propynylamine 在 盐酸 、 lipase B from Candida antarctica NOVOZYM 435 作用下， 以 乙醚 、 水 为溶剂， 反应 120.0h， 生成 (1S)-1-(3-methylphenyl)prop-2-yn-1-amine
  参考文献：
  名称：

  Resolution of (±)-1-Aryl-2-propynylamines via Acyltransfer Catalyzed by Candida antarctica Lipase

  摘要：

  DOI：

  10.1021/jo982513i

文献信息

• Stereoselective synthesis of α-aryl-2-benzofuranmethanamines and α-aryl-1H-indole-2-methanamines through palladium-mediated annulation of chiral α-arylpropargylamines
  作者：Flavia Messina、Maurizio Botta、Federico Corelli、Claudio Villani

  DOI：10.1016/s0957-4166(00)00131-2

  日期：2000.5

  The title compounds, valuable chiral synthons for the synthesis of biologically active compounds, have been prepared in good yield and with high stereoselectivity through palladium-catalyzed heteroannulation of 2-iodophenol or 2-iodo-N-mesylaniline with enantiomerically pure or enriched alpha-arylpropargylamines. (C) 2000 Elsevier Science Ltd. All rights reserved.