methyl 3-anilino-2,3-diphenylpropanoate | 2904-95-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: methyl 3-anilino-2,3-diphenylpropanoate
• CAS: 2904-95-2
• 化学式: C₂₂H₂₁NO₂
• 分子量: 331.414
• InChiKey: SUKLPXQKECZRQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  (1-methoxy-2-phenylvinyloxy)trimethylsilane 、 (E)-N-benzylidenebenzenamine 在 tetrafluoroboric acid 、 水 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以98%的产率得到methyl 3-anilino-2,3-diphenylpropanoate
  参考文献：
  名称：

  HBF₄ Catalyzed Mannich-Type Reaction in Aqueous Media

  摘要：

  HBF4 catalyzed Mannich-type reaction took place smoothly in aqueous media to afford beta-amino carbonyl compounds in high yields. One-pot synthesis of beta-amino carbonyl compounds from aldehyde and amine also worked well.

  DOI：

  10.1055/s-1999-2789

文献信息

• An efficient and mild bismuth triflate-catalysed three-component Mannich-type reaction
  作者：Thierry Ollevier、Etienne Nadeau

  DOI：10.1039/b710794c

  日期：——

  In the presence of a catalytic amount of Bi(OTf)(3).4H(2)O, aldehydes together with amines react with silyl enolates to afford the corresponding Mannich-type adducts smoothly. A wide variety of silyl enolates derived from ketones, as well as esters and thioesters, react rapidly to afford the beta-amino ketones or the beta-amino esters in high yields (up to 94%).

  在催化量的Bi（OTf）（3）.4H（2）O的存在下，醛与胺一起与甲硅烷基烯醇酸酯反应，可平稳地提供相应的曼尼希型加合物。多种衍生自酮以及酯和硫代酯的甲硅烷基烯醇化物迅速反应，以高收率（高达94％）提供β-氨基酮或β-氨基酯。
• Stereochemical correlation of diastereomeric 3-amino- with 3-arylamino acids, and their derivatives via stereospecific N-phenylation by diphenylhalonium salts
  作者：Bogdan Kurtev、Ekaterina Simova、Maya Victorova、Nikolina Berova、Stefanka Christoskova

  DOI：10.1007/bf00899680

  日期：1981.5
• HBF₄ Catalyzed Mannich-Type Reaction in Aqueous Media
  作者：Takahiko Akiyama、Jun Takaya、Hirotaka Kagoshima

  DOI：10.1055/s-1999-2789

  日期：1999.7

  HBF4 catalyzed Mannich-type reaction took place smoothly in aqueous media to afford beta-amino carbonyl compounds in high yields. One-pot synthesis of beta-amino carbonyl compounds from aldehyde and amine also worked well.