3-(Benzhydrylideneamino)-6-piperidin-1-ylxanthen-9-one | 1569036-55-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(Benzhydrylideneamino)-6-piperidin-1-ylxanthen-9-one
• CAS: 1569036-55-0
• 化学式: C₃₁H₂₆N₂O₂
• 分子量: 458.56
• InChiKey: VGVQDUIKTMTACO-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °C
• 沸点：
  635.2±55.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-羟基-4'-溴联苯 、 3-(Benzhydrylideneamino)-6-piperidin-1-ylxanthen-9-one 在 正丁基锂 、 盐酸 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 1.0h， 以95%的产率得到
  参考文献：
  名称：

  Efficient synthesis of fluorescent rosamines: multifunctional platforms for cellular imaging

  摘要：

  Substituted rosamines are efficiently prepared through a new organometallic addition to an iminesubstituted xanthone as a novel primary amine equivalent. The synthesis reduces the number of synthetic steps to the targeted rosamines, for convenient and facile access to potential libraries of rosamine dyes. The prepared rosamine derivatives represent unique multifunctional platforms that possess radiolabeling capability and fluorescence. Rosamines have (i) useful non-specific binding properties in mammalian cells and plant root hair, and (ii) positive uptake or binding properties in microbial systems. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.067
• 作为产物：
  描述：

  9-oxo-9H-xanthene-3,6-diyl bis(trifluoromethanesulfonate) 在 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 17.5h， 生成 3-(Benzhydrylideneamino)-6-piperidin-1-ylxanthen-9-one
  参考文献：
  名称：

  Efficient synthesis of fluorescent rosamines: multifunctional platforms for cellular imaging

  摘要：

  Substituted rosamines are efficiently prepared through a new organometallic addition to an iminesubstituted xanthone as a novel primary amine equivalent. The synthesis reduces the number of synthetic steps to the targeted rosamines, for convenient and facile access to potential libraries of rosamine dyes. The prepared rosamine derivatives represent unique multifunctional platforms that possess radiolabeling capability and fluorescence. Rosamines have (i) useful non-specific binding properties in mammalian cells and plant root hair, and (ii) positive uptake or binding properties in microbial systems. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.067