S-ethyl 3-(2'-methoxyphenylamino)-3-phenylpropanethioate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: S-ethyl 3-(2'-methoxyphenylamino)-3-phenylpropanethioate
• 英文别名: ethyl [3-(2'-methoxyphenyl)amino-3-phenyl]thiopropanoate；S-ethyl 3-(2-methoxyanilino)-3-phenylpropanethioate
• 化学式: C₁₈H₂₁NO₂S
• 分子量: 315.436
• InChiKey: KFYVAFSPNIVDLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-ethylthio-1-(trimethylsiloxy)ethene 、 N-phenylmethylene-2-methoxybenzeneamine 在 乙二醇 、 poly(ethylene glycol) 、 ytterbium(III) triflate 作用下， 以 various solvent(s) 为溶剂， 50.0 ℃ 、15.0 MPa 条件下， 反应 3.0h， 以91%的产率得到S-ethyl 3-(2'-methoxyphenylamino)-3-phenylpropanethioate
  参考文献：
  名称：

  Lewis acid catalysis in a supercritical carbon dioxide (scCO2)-poly(ethylene glycol) derivatives (PEGs) system: remarkable effect of PEGS as additives on reactivity of Ln(OTf)3-catalyzed Mannich and aldol reactions in scCO2

  摘要：

  聚乙二醇（PEG）衍生物作为添加剂在超临界二氧化碳（scCO2）中的应用，已被发现对于硅基烯醇盐与醛和亚胺的Mannich反应和aldol反应是有效的，并且在这些系统中观察到了乳液的形成。

  DOI：

  10.1039/b106437c

文献信息

• Mannich-type reactions in water using a hydrophobic polymer-supported sulfonic acid catalyst
  作者：Shinya Iimura、Daisuke Nobutou、Kei Manabe、Sh? Kobayashi

  DOI：10.1039/b304343f

  日期：——

  Three-component Mannich-type reactions were efficiently catalyzed by hydrophobic polystyrene-supported sulfonic acid (PS–SO3H) in water as the sole solvent under mild conditions.

  在温和的条件下，疏水性聚苯乙烯支撑磺酸（PS-SO3H）在以水为唯一溶剂的环境中高效催化了三组分曼尼希式反应。
• Ln(OTf)₃- or Cu(OTf)₂-Catalyzed Mannich-Type Reactions of Aldhehydes, Amines and Silyl Enolates in Micellar Systems. Facile Synthesis of β-Amino Ketones and Esters in Water
  作者：Shu Kobayashi、Tsuyoshi Busujima、Satoshi Nagayama

  DOI：10.1055/s-1999-2693

  日期：1999.5

  In the presence of a catalytic amount of Ln(OTf)3 or Cu(OTf)2, three-component Mannich-type reactions of aldehydes, amines, and silyl enolates proceeded smoothly in micellar systems to afford the corresponding β-amino ketones or esters in high yields. These reactions were successfully carried out in water without using any organic solvents.

  在催化量的 Ln(OTf)3 或 Cu(OTf)2 存在下，醛、胺和甲硅烷基烯醇化物的三组分曼尼希型反应在胶束体系中顺利进行，得到相应的 β-氨基酮或酯高产。这些反应在没有使用任何有机溶剂的情况下在水中成功进行。
• Lewis Acid Catalysis in Supercritical Carbon Dioxide. Use of Poly(ethylene glycol) Derivatives and Perfluoroalkylbenzenes as Surfactant Molecules Which Enable Efficient Catalysis in ScCO₂
  作者：Ichiro Komoto、Shū Kobayashi

  DOI：10.1021/jo0353177

  日期：2004.2.1

  Lewis acid catalysis in supercritical carbon dioxide (CO2) was investigated. While solubility of most organic materials is low in scCO(2), poly(ethylene glycol) derivatives or perfluoroalkylbenzenes were found to work as surfactants to dissolve organic materials in scCO(2). In the presence of these molecules, Lewis acid catalyzed organic reactions such as aldol-, Mannich-, and Friedel-Crafts-type reactions proceeded smoothly in scCO(2). Formation of emulsions was observed in these reactions, and the systems were studied in detail.
• Three-component carbon–carbon bond-forming reactions catalyzed by a Brønsted acid–surfactant-combined catalyst in water
  作者：Kei Manabe、Yuichiro Mori、Shū Kobayashi

  DOI：10.1016/s0040-4020(01)00081-3

  日期：2001.3

  Reactions of aldehydes, amines, and various nucleophiles such as silyl enolates, ketones, Danishefsky's diene, and allyltribuyltin in water were successfully carried out in the presence of p-dodecylbenzenesulfonic acid (DBSA) as a Bronsted acid-surfactant-combined catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Manabe, Kei, Synlett, 1999, # 9, p. 1401 - 1402
  作者：Manabe, Kei

  DOI：——

  日期：——