methyl 3-[N-(4-methoxyphenylamino)]-2,2-dimethyl-3-(4-methylphenyl)propionate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 3-[N-(4-methoxyphenylamino)]-2,2-dimethyl-3-(4-methylphenyl)propionate
• 英文别名: methyl 3-((4-methoxyphenyl)amino)-2,2-dimethyl-3-(p-tolyl)propanoate；Methyl 3-(4-methoxyanilino)-2,2-dimethyl-3-(4-methylphenyl)propanoate
• 化学式: C₂₀H₂₅NO₃
• 分子量: 327.423
• InChiKey: WHHYGVNYWZJHEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氨基-P-甲苯基乙酸 在 tetrafluoroboric acid 、 2,6-二叔丁基苯醌 、 氧气 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 25.5h， 生成 methyl 3-[N-(4-methoxyphenylamino)]-2,2-dimethyl-3-(4-methylphenyl)propionate
  参考文献：
  名称：

  通过醌催化的脱羧/ Mukaiyama-Mannich加成使[小α]-芳基氨基酸同源

  摘要：

  报道了通过正式CC键功能化进行氨基酸同源化的新方法。

  DOI：

  10.1039/c7cc00485k

文献信息

• Mannich-Type Reaction in Water in the Presence of a Surfactant
  作者：Takahiko Akiyama、Junji Itoh、Kohei Fuchibe

  DOI：10.1055/s-2006-950344

  日期：2006.12

  The effect of sodium dodecyl sulfate (SDS) loading in fluoroboric acid catalyzed Mannich-type reactions of ketene silyl acetals with aldimines was studied. The reaction proceeded smoothly in the presence of 1 mol% of SDS. Formation of small particles was observed by transmission electron microscopy.

  研究了十二烷基硫酸钠 (SDS) 负载在氟硼酸催化乙烯酮甲硅烷基缩醛与醛亚胺的曼尼希型反应中的影响。反应在 1 mol% 的 SDS 存在下顺利进行。通过透射电子显微镜观察小颗粒的形成。
• Mannich-Type Reaction Promoted by an Ionic Liquid
  作者：Takahiko Akiyama、Akihiro Suzuki、Kohei Fuchibe

  DOI：10.1055/s-2005-864816

  日期：——

  The Mannich-type reaction of silyl enolates with aldimines occurred smoothly with [emim]OTf as a solvent and without the addition of an activator to afford p-amino carbonyl compounds in excellent yields.

  甲硅烷基烯醇化物与醛亚胺的曼尼希型反应以 [emim] OTf 作为溶剂顺利进行，无需添加活化剂，以优异的产率提供对氨基羰基化合物。
• Mannich-type Reaction Catalyzed by HBF₄in Water: Effect of the Loading of Surfactant
  作者：Takahiko Akiyama、Junji Itoh、Kohei Fuchibe

  DOI：10.1055/s-2002-32978

  日期：——

  The HBF4 (0.1 equiv)-catalyzed Mannich-type reactions of ketene silyl acetals with aldimines proceeded smoothly in water in the coexistence of as low as 1 mol% of SDS. Furthermore, the Mannich-type reaction also took place in water in the absence of SDS by means of 0.3 equiv of HBF4 to afford the corresponding β-amino esters in high yields.

  HBF4（0.1 equiv）催化的酮烯硅缩醛与醛亚胺的曼尼希型反应在SDS存在下于水中顺利进行，且SDS的用量低至1 mol%。此外，即使在SDS不存在的情况下，通过使用0.3 equiv的HBF4，曼尼希型反应也能在水相中发生，高效地生成相应的β-氨基酯。
• Montmorillonite K10 Catalyzed Nucleophilic Addition Reaction to Aldimines in Water
  作者：Takahiko Akiyama、Keiichiro Matsuda、Kohei Fuchibe

  DOI：10.1055/s-2005-872162

  日期：——

  Montmorillonite K10 catalyzed Mannich-type reaction and hydrophosphonylation proceeded smoothly in water at room temperature to give β-amino esters and α-amino phosphonates, respectively, in good to high yields.

  蒙脱石K10催化下的曼尼希型反应和水相膦酰化反应在室温下的水中顺利进行，分别以良好至高产率得到β-氨基酯和α-氨基膦酸盐。
• Sulfated zirconia (SO4/ZrO2) as a reusable solid acid catalyst for the Mannich-type reaction between ketene silyl acetals and aldimines
  作者：Sainan Wang、Shuichi Matsumura、Kazunobu Toshima

  DOI：10.1016/j.tetlet.2007.07.072

  日期：2007.9

  Sulfated zirconia (SO4/ZrO2) catalyzed Mannich-type reactions of ketene silyl acetals and aldimines proceeded smoothly at room temperature to afford -amino esters in good to high yields. in addition, the heterogeneous solid acid catalyst SO4/ZrO2 was easily recovered from the reaction mixture and then reused without significant loss of effectiveness. (c) 2007 Elsevier Ltd. All rights reserved.