methyl 3-(4-hydroxyphenyl)-2,2-dimethyl-3-(phenylamino)propanoate | 1082906-45-3

• 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-(4-hydroxyphenyl)-2,2-dimethyl-3-(phenylamino)propanoate
• 英文别名: Methyl 3-anilino-3-(4-hydroxyphenyl)-2,2-dimethylpropanoate
• CAS: 1082906-45-3
• 化学式: C₁₈H₂₁NO₃
• 分子量: 299.37
• InChiKey: CDZNAHFCPFOSMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-甲氧基-1-(三甲基甲硅氧基)-2-甲基-1-丙烯 、 对羟基苯甲醛 、 硝基苯 在 indium 、 水 、 氯化铵 作用下， 以 乙醇 、 水 为溶剂， 以59%的产率得到methyl 3-(4-hydroxyphenyl)-2,2-dimethyl-3-(phenylamino)propanoate
  参考文献：
  名称：

  Sustainable Synthetic Methods: Domino Construction of Dihydropyridin-4-ones and β-Amino Esters in Aqueous Ethanol

  摘要：

  Domino reactions were designed to allow the byproduct of an upstream reaction to be internally recycled to catalyze a downstream reaction in a one-pot tandem sequence. Nitroarene reduction by In(0) generates an amine and In(III) byproducts. Addition of aldehyde followed by Danishefsky's diene or silyl ketene acetal provides access to dihydropyridin-4-ones or,beta-amino esters, respectively, in yields that are comparable or superior to the reported stepwise reactions.

  DOI：

  10.1021/ol801911f

文献信息

• Sustainable Synthetic Methods: Domino Construction of Dihydropyridin-4-ones and β-Amino Esters in Aqueous Ethanol
  作者：Peter J. Alaimo、Robert O’Brien、Adam W. Johnson、Sarah R. Slauson、Jeannette M. O’Brien、Elizabeth L. Tyson、Amanda-Lynn Marshall、Colleen E. Ottinger、Jon G. Chacon、Lorien Wallace、Corey Y. Paulino、Sarah Connell

  DOI：10.1021/ol801911f

  日期：2008.11.20

  Domino reactions were designed to allow the byproduct of an upstream reaction to be internally recycled to catalyze a downstream reaction in a one-pot tandem sequence. Nitroarene reduction by In(0) generates an amine and In(III) byproducts. Addition of aldehyde followed by Danishefsky's diene or silyl ketene acetal provides access to dihydropyridin-4-ones or,beta-amino esters, respectively, in yields that are comparable or superior to the reported stepwise reactions.