(R)-N-(2-(4-(dimethylamino)phenyl)-2-phenylethyl)-4-methylbenzenesulfonamide | 1612263-34-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-N-(2-(4-(dimethylamino)phenyl)-2-phenylethyl)-4-methylbenzenesulfonamide
• 英文别名: N-[(2R)-2-[4-(dimethylamino)phenyl]-2-phenylethyl]-4-methylbenzenesulfonamide
• CAS: 1612263-34-9
• 化学式: C₂₃H₂₆N₂O₂S
• 分子量: 394.538
• InChiKey: QFINGZIQVCMSLS-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-二甲基氨基苯硼酸 、 (R)-2-phenyl-N-tosylaziridine 在 (1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)chloro(3-phenylallyl)palladium(II) 、 sodium carbonate 作用下， 以 水 、 甲苯 为溶剂， 反应 1.0h， 以90%的产率得到(R)-N-(2-(4-(dimethylamino)phenyl)-2-phenylethyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Pd/NHC-Catalyzed Enantiospecific and Regioselective Suzuki–Miyaura Arylation of 2-Arylaziridines: Synthesis of Enantioenriched 2-Arylphenethylamine Derivatives

  摘要：

  A palladium-catalyzed stereospecific and regioselective cross-coupling of enantiopure 2-arylaziridines with arylboronic acids under mild conditions to construct a tertiary stereogenic center has been developed. N-heterocyclic carbene (NHC) ligands efficiently promote the coupling, suppressing β-hydride elimination. The enantiospecific cross-coupling allowed us for preparation of a series of biologically important 2-arylphenethylamine derivatives in an enantiopure form.

  DOI：

  10.1021/ja5039616

文献信息

• Pd/NHC-Catalyzed Enantiospecific and Regioselective Suzuki–Miyaura Arylation of 2-Arylaziridines: Synthesis of Enantioenriched 2-Arylphenethylamine Derivatives
  作者：Youhei Takeda、Yuki Ikeda、Akinobu Kuroda、Shino Tanaka、Satoshi Minakata

  DOI：10.1021/ja5039616

  日期：2014.6.18

  A palladium-catalyzed stereospecific and regioselective cross-coupling of enantiopure 2-arylaziridines with arylboronic acids under mild conditions to construct a tertiary stereogenic center has been developed. N-heterocyclic carbene (NHC) ligands efficiently promote the coupling, suppressing β-hydride elimination. The enantiospecific cross-coupling allowed us for preparation of a series of biologically important 2-arylphenethylamine derivatives in an enantiopure form.