2-[[2-(2-bromophenyl)ethyl]phenylamino]propionic acid tert-butyl ester | 401504-10-7

• 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: 2-[[2-(2-bromophenyl)ethyl]phenylamino]propionic acid tert-butyl ester
• 英文别名: tert-butyl 2-[N-[2-(2-bromophenyl)ethyl]anilino]propanoate
• CAS: 401504-10-7
• 化学式: C₂₁H₂₆BrNO₂
• 分子量: 404.347
• InChiKey: PJSLMLKMNAVOBM-UHFFFAOYSA-N

物化性质

• 沸点：
  479.5±35.0 °C(Predicted)
• 密度：
  1.248±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[[2-(2-bromophenyl)ethyl]phenylamino]propionic acid tert-butyl ester 在 tris(dibenzylideneacetone)dipalladium (0) 、 lithium tert-butoxide 、 (2'-(dimethylamino)biphenyl-2-yl)diphenylphosphine oxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以62%的产率得到1-methyl-2-phenyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Palladium-Catalyzed Intramolecular α-Arylation of α-Amino Acid Esters

  摘要：

  The Pd-catalyzed intramolecular alpha-arylation of alpha-amino acid esters is described. Starting from readily available amino acids, the synthesis of a variety of isoindolines and tetrahydroisoquinoline carboxylic acid esters has been accomplished. Additionally, fused tricyclic systems can be efficiently prepared from cyclic amino acid esters. Reaction conditions have been found that allow the use of tert-butyl ester and N-(benzyloxycarbonyl) protecting groups.

  DOI：

  10.1021/jo0107756
• 作为产物：
  描述：

  2-溴苯乙烯 在 potassium tert-butylate 、 sodium acetate 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 111.0h， 生成 2-[[2-(2-bromophenyl)ethyl]phenylamino]propionic acid tert-butyl ester
  参考文献：
  名称：

  Palladium-Catalyzed Intramolecular α-Arylation of α-Amino Acid Esters

  摘要：

  The Pd-catalyzed intramolecular alpha-arylation of alpha-amino acid esters is described. Starting from readily available amino acids, the synthesis of a variety of isoindolines and tetrahydroisoquinoline carboxylic acid esters has been accomplished. Additionally, fused tricyclic systems can be efficiently prepared from cyclic amino acid esters. Reaction conditions have been found that allow the use of tert-butyl ester and N-(benzyloxycarbonyl) protecting groups.

  DOI：

  10.1021/jo0107756