N-[2-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)-1-phenylethyl]-p-toluenesulfonamide | 1186526-30-6

• 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: N-[2-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)-1-phenylethyl]-p-toluenesulfonamide
• 英文别名: N-[2-(2,2-dimethyl-6-oxo-1,3-dioxin-4-yl)-1-phenylethyl]-4-methylbenzenesulfonamide
• CAS: 1186526-30-6
• 化学式: C₂₁H₂₃NO₅S
• 分子量: 401.483
• InChiKey: FUKCZHKJGYIJOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[2-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)-1-phenylethyl]-p-toluenesulfonamide 以 甲苯 为溶剂， 反应 2.0h， 以53%的产率得到6-phenyl-1-tosylpiperidine-2,4-dione
  参考文献：
  名称：

  Facile Synthesis of δ-Amino-β-ketoesters and Piperidinediones via a Vinylogous Mannich-Type Reaction of Brassard-Type Diene with Aldimines without Catalyst

  摘要：

  The vinylogous Mannich reaction of N-tosyl-aldimines with Brassard diene proceeds at room temperature under catalyst-free conditions smoothly to give gamma-amino-beta-ketoesters (4b-l) in good to excellent yields, which are easily converted to piperidinediones at higher temperature. The two-step reactions could be combined in a one-pot process with toluene as a solvent and without the use of any catalyst for direct synthesis of piperidinediones (5).

  DOI：

  10.1080/00397910902730846
• 作为产物：
  描述：

  N-亚苄基-4-甲基苯磺酰胺 、 (2,2-dimethyl-6-methylene-6H-1,3-dioxin-4-yloxy)trimethylsilane 以 甲苯 为溶剂， 反应 2.0h， 以92%的产率得到N-[2-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)-1-phenylethyl]-p-toluenesulfonamide
  参考文献：
  名称：

  Facile Synthesis of δ-Amino-β-ketoesters and Piperidinediones via a Vinylogous Mannich-Type Reaction of Brassard-Type Diene with Aldimines without Catalyst

  摘要：

  The vinylogous Mannich reaction of N-tosyl-aldimines with Brassard diene proceeds at room temperature under catalyst-free conditions smoothly to give gamma-amino-beta-ketoesters (4b-l) in good to excellent yields, which are easily converted to piperidinediones at higher temperature. The two-step reactions could be combined in a one-pot process with toluene as a solvent and without the use of any catalyst for direct synthesis of piperidinediones (5).

  DOI：

  10.1080/00397910902730846

文献信息

• Facile Synthesis of <font>δ</font>-Amino-<font>β</font>-ketoesters and Piperidinediones via a Vinylogous Mannich-Type Reaction of Brassard-Type Diene with Aldimines without Catalyst
  作者：Chun-Ling Gu、Li Liu、Dong Wang、Yong-Jun Chen

  DOI：10.1080/00397910902730846

  日期：2009.7.21

  The vinylogous Mannich reaction of N-tosyl-aldimines with Brassard diene proceeds at room temperature under catalyst-free conditions smoothly to give gamma-amino-beta-ketoesters (4b-l) in good to excellent yields, which are easily converted to piperidinediones at higher temperature. The two-step reactions could be combined in a one-pot process with toluene as a solvent and without the use of any catalyst for direct synthesis of piperidinediones (5).