4-methyl-N-(1-(4-(trifluoromethyl)phenyl)-2-((trimethylsilyl)methyl)buta-2,3-dien-1-yl)benzenesulfonamide | 1337986-20-5

• 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: 4-methyl-N-(1-(4-(trifluoromethyl)phenyl)-2-((trimethylsilyl)methyl)buta-2,3-dien-1-yl)benzenesulfonamide
• CAS: 1337986-20-5
• 化学式: C₂₂H₂₆F₃NO₂SSi
• 分子量: 453.601
• InChiKey: SMNPIILMIVUJPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.08
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  苯甲醛二甲缩醛 、 4-methyl-N-(1-(4-(trifluoromethyl)phenyl)-2-((trimethylsilyl)methyl)buta-2,3-dien-1-yl)benzenesulfonamide 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 生成 N-(3-(methoxy(phenyl)methyl)-1-(4-methoxyphenyl)-2-methylenebut-3-en-1-yl)-4-methylbenzenesulfonamide 、 N-(3-(methoxy(phenyl)methyl)-1-(4-methoxyphenyl)-2-methylenebut-3-en-1-yl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Synthesis of 2-amino-1,3-dienes by chromium-catalyzed addition of silylated propargyl bromides to imines

  摘要：

  (Silyl)methylallenic amines were synthesized by the chromium-catalyzed addition of (4-bromobutynyl) trimethylsilane to tosyl imines. Regioisomeric mixtures of the desired allene and the corresponding alkyne were obtained. Allenic imines were then treated with TBAF to afford 2-aminomethyl-1,3-dienes in good yields (62-92%). In the presence of a Lewis acid, silylallenic imines were added to benzaldehyde dimethylacetal to give highly functionalized dienes with excellent yields and good to excellent di-astereomeric ratios. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.010
• 作为产物：
  描述：

  对甲苯磺酰胺 在 chromium dichloride 、 锰 、 三甲基氯硅烷 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 48.0h， 生成 4-methyl-N-(1-(4-(trifluoromethyl)phenyl)-2-((trimethylsilyl)methyl)buta-2,3-dien-1-yl)benzenesulfonamide
  参考文献：
  名称：

  Synthesis of 2-amino-1,3-dienes by chromium-catalyzed addition of silylated propargyl bromides to imines

  摘要：

  (Silyl)methylallenic amines were synthesized by the chromium-catalyzed addition of (4-bromobutynyl) trimethylsilane to tosyl imines. Regioisomeric mixtures of the desired allene and the corresponding alkyne were obtained. Allenic imines were then treated with TBAF to afford 2-aminomethyl-1,3-dienes in good yields (62-92%). In the presence of a Lewis acid, silylallenic imines were added to benzaldehyde dimethylacetal to give highly functionalized dienes with excellent yields and good to excellent di-astereomeric ratios. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.010