N-methyl-N-(pent-2-yn-1-yl)-3-((2-(pent-2-yn-1-yloxy)naphthalen-1-yl)ethynyl)pyridin-4-amine | 1268070-07-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-methyl-N-(pent-2-yn-1-yl)-3-((2-(pent-2-yn-1-yloxy)naphthalen-1-yl)ethynyl)pyridin-4-amine
• 英文别名: N-methyl-3-[2-(2-pent-2-ynoxynaphthalen-1-yl)ethynyl]-N-pent-2-ynylpyridin-4-amine
• CAS: 1268070-07-0
• 化学式: C₂₈H₂₆N₂O
• 分子量: 406.527
• InChiKey: HWAWJUGLNIXYIJ-UHFFFAOYSA-N

物化性质

• 沸点：
  621.0±55.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  25.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-methyl-N-(pent-2-yn-1-yl)-3-((2-(pent-2-yn-1-yloxy)naphthalen-1-yl)ethynyl)pyridin-4-amine 在 Wilkinson's catalyst 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以74%的产率得到12,13-Diethyl-9-methyl-16-oxa-5,9-diazahexacyclo[12.12.0.02,11.03,8.017,26.020,25]hexacosa-1,3(8),4,6,11,13,17(26),18,20,22,24-undecaene
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of a Helicenoidal DMAP Lewis Base Catalyst

  摘要：

  The design, synthesis, and study of a helical dialkylaminopyridine Lewis base catalyst is reported. Helical DMAP analogue 4 is based upon a helicenoid structure and displays good to excellent levels of selectivity (S <= 116) in the kinetic resolution of chiral secondary alcohols. Catalyst 4 displays excellent reactivity with exceptionally low loadings of 0.05 mol % effecting practical levels of selectivity in kinetic resolutions.

  DOI：

  10.1021/ol2001705
• 作为产物：
  描述：

  1-碘-2-萘酚 在 甲醇 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四(三苯基膦)钯 、 三氟甲磺酸三甲基硅酯 、 sodium hydride 、 potassium carbonate 、 三乙胺 、 二异丙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 27.0h， 生成 N-methyl-N-(pent-2-yn-1-yl)-3-((2-(pent-2-yn-1-yloxy)naphthalen-1-yl)ethynyl)pyridin-4-amine
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of a Helicenoidal DMAP Lewis Base Catalyst

  摘要：

  The design, synthesis, and study of a helical dialkylaminopyridine Lewis base catalyst is reported. Helical DMAP analogue 4 is based upon a helicenoid structure and displays good to excellent levels of selectivity (S <= 116) in the kinetic resolution of chiral secondary alcohols. Catalyst 4 displays excellent reactivity with exceptionally low loadings of 0.05 mol % effecting practical levels of selectivity in kinetic resolutions.

  DOI：

  10.1021/ol2001705

文献信息

• Design, Synthesis, and Evaluation of a Helicenoidal DMAP Lewis Base Catalyst
  作者：Matthew R. Crittall、Henry S. Rzepa、David R. Carbery

  DOI：10.1021/ol2001705

  日期：2011.3.4

  The design, synthesis, and study of a helical dialkylaminopyridine Lewis base catalyst is reported. Helical DMAP analogue 4 is based upon a helicenoid structure and displays good to excellent levels of selectivity (S <= 116) in the kinetic resolution of chiral secondary alcohols. Catalyst 4 displays excellent reactivity with exceptionally low loadings of 0.05 mol % effecting practical levels of selectivity in kinetic resolutions.