1-(3-methoxyphenyl)-4-((4-methyl-N-(3-methylbut-2-en-1-yl)phenyl)sulfonamido)but-2-yn-1-yl methyl carbonate | 1363388-29-7

• 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: 1-(3-methoxyphenyl)-4-((4-methyl-N-(3-methylbut-2-en-1-yl)phenyl)sulfonamido)but-2-yn-1-yl methyl carbonate
• CAS: 1363388-29-7
• 化学式: C₂₅H₂₉NO₆S
• 分子量: 471.574
• InChiKey: GCZGSAKOCOBRDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  82.14
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-(3-methoxyphenyl)-4-((4-methyl-N-(3-methylbut-2-en-1-yl)phenyl)sulfonamido)but-2-yn-1-yl methyl carbonate 在 三(2-呋喃基)膦 、 potassium acetate 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以85%的产率得到3-(2-(3-methoxyphenyl)vinylidene)-4-(prop-1-en-2-yl)-1-tosylpyrrolidine
  参考文献：
  名称：

  Palladium-Catalyzed Divergent Reactions of 1,6-Enyne Carbonates: Synthesis of Vinylidenepyridines and Vinylidenepyrrolidines

  摘要：

  A method for preparing five- or six-membered heterocyclic compounds from enyne carbonates via palladium catalysis was developed. Enyne carbonates were transformed into 3-vinylidene-1-tosylpyridines 2 in the presence of PdI2 as the catalyst. Using Pd(dba)(2) as the catalyst, 3-vinylidene-1-tosylpyrrolidines 3 were obtained. Further functionalizations of compounds 3 were carried out in a one-pot manner.

  DOI：

  10.1021/jo202590w
• 作为产物：
  描述：

  N-prenyl-N-propargyltosylamide 在 吡啶 、 乙基溴化镁 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.5h， 生成 1-(3-methoxyphenyl)-4-((4-methyl-N-(3-methylbut-2-en-1-yl)phenyl)sulfonamido)but-2-yn-1-yl methyl carbonate
  参考文献：
  名称：

  Palladium-Catalyzed Divergent Reactions of 1,6-Enyne Carbonates: Synthesis of Vinylidenepyridines and Vinylidenepyrrolidines

  摘要：

  A method for preparing five- or six-membered heterocyclic compounds from enyne carbonates via palladium catalysis was developed. Enyne carbonates were transformed into 3-vinylidene-1-tosylpyridines 2 in the presence of PdI2 as the catalyst. Using Pd(dba)(2) as the catalyst, 3-vinylidene-1-tosylpyrrolidines 3 were obtained. Further functionalizations of compounds 3 were carried out in a one-pot manner.

  DOI：

  10.1021/jo202590w