p-Tolyl-(2-p-anisidino-2-phenyl-ethyl)-keton | 102560-91-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: p-Tolyl-(2-p-anisidino-2-phenyl-ethyl)-keton
• 英文别名: 3-(4-methoxyphenylamino)-3-phenyl-1-p-tolylpropan-1-one；rac-3-(4-Methoxyphenylamino)-3-phenyl-1-p-tolylpropan-1-one；3-(4-methoxyanilino)-1-(4-methylphenyl)-3-phenylpropan-1-one
• CAS: 102560-91-8
• 化学式: C₂₃H₂₃NO₂
• 分子量: 345.441
• InChiKey: KLFPOPPEKOIWSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲醛 、 甲氧苯胺 、 对甲基苯乙酮 在 三氟甲磺酸 作用下， 以 水 为溶剂， 反应 17.0h， 以53%的产率得到p-Tolyl-(2-p-anisidino-2-phenyl-ethyl)-keton
  参考文献：
  名称：

  三氟甲磺酸在水中催化一锅三组分曼尼希型反应

  摘要：

  在环境温度下，液体三氟甲磺酸在水中能有效地催化酮，醛和胺的一锅三组分曼尼希型反应。实现了高产率的相应β-氨基酮化合物。该方法温和，绿色，简单，有效。

  DOI：

  10.1134/s0023158411010113

文献信息

• Aromatic β-amino-ketone derivatives as novel selective non-steroidal progesterone receptor antagonists
  作者：Yongli Du、Qunyi Li、Bing Xiong、Xin Hui、Xin Wang、Yang Feng、Tao Meng、Dingyu Hu、Datong Zhang、Mingwei Wang

  DOI：10.1016/j.bmc.2010.04.092

  日期：2010.6.15

  A novel class of non-steroidal progesterone receptor antagonists with aromatic β-amino-ketone scaffold have been synthesized and characterized with high binding affinity and great selectivity for the cognate receptors. Among them, compound 22 was shown to be the most potent progesterone receptor antagonist in cotransfection assay and a murine model of ligand-induced decidualization.

  合成了具有芳香族β-氨基酮骨架的一类新型的非甾体孕酮受体拮抗剂，其特征是具有高结合亲和力和对同源受体的高选择性。其中，在共转染测定和配体诱导蜕膜化的鼠模型中，化合物22被证明是最有效的孕激素受体拮抗剂。
• One-pot three-component Mannich-type reaction catalyzed by trifluoromethanesulfonic acid in water
  作者：Gang Li、Hankui Wu、Zhiyong Wang、Xianli Wang

  DOI：10.1134/s0023158411010113

  日期：2011.2

  One-pot three-component Mannich-type reaction of ketones, aldehydes and amines was efficiently catalyzed by liquid trifluoromethanesulfonic acid in water at ambient temperature. The high yield of corresponding β-amino ketones compounds were achieved. The proposed method is mild, green, simple and efficient.

  在环境温度下，液体三氟甲磺酸在水中能有效地催化酮，醛和胺的一锅三组分曼尼希型反应。实现了高产率的相应β-氨基酮化合物。该方法温和，绿色，简单，有效。
• Aluminium dodecatungstophosphate (AlPW12O40)—An efficient catalyst for three-component Mannich reaction in water
  作者：Gang Li、Ruiling Long、Suling Yang、Liping Zhang

  DOI：10.1134/s0023158411040045

  日期：2011.7

  One-pot, three-component Mannich reactions of ketones, aldehydes and amines were efficiently catalyzed by AlPW12O40 in water at ambient temperature to give the corresponding beta-amino ketones in good to excellent yields. The method has the following merits: Firstly, Catalyst AlPW12O40 is non-corrosive and environmentally benign; Secondly, loading amount of catalyst is very low, less than 1 mol %; Thirdly, water as solvent is green and safe.
• Nafion-H®: A recyclable and diastereoselective solid acid catalyst for three-component mannich reaction
  作者：Yang Suling、Li Gang、Long Yunling

  DOI：10.1134/s0023158412060079

  日期：2012.11

  One-pot, three-component Mannich reactions of ketones, aldehydes and amines are efficiently catalyzed by heterogeneous Nafion-H® ambient temperature to give the corresponding β-amino ketones compounds in good to excellent yields. The catalyst can be easily recovered and reused without any decrease of activity for at least four times. Diastereoselective products can be obtained in Mannich reaction of aliphatic

  异构的Nafion-H®环境温度可有效催化酮，醛和胺的一锅，三组分曼尼希反应，从而以良好或极好的收率得到相应的β-氨基酮化合物。催化剂可以容易地回收和再利用，而活性至少四次没有降低。非对映选择性产物可以在脂肪族酮的曼尼希反应中获得。