methyl 2-(but-2-ynyl)-2-(ethylcarbamoyl)hex-4-ynoate | 1231753-19-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 2-(but-2-ynyl)-2-(ethylcarbamoyl)hex-4-ynoate
• 英文别名: Methyl 2-but-2-ynyl-2-(ethylcarbamoyl)hex-4-ynoate
• CAS: 1231753-19-7
• 化学式: C₁₄H₁₉NO₃
• 分子量: 249.31
• InChiKey: BVHYVWCYLKIOBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(but-2-ynyl)-2-(ethylcarbamoyl)hex-4-ynoate 在 三苯基膦氯金 、 silver trifluoromethanesulfonate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以35%的产率得到(E)-methyl 3-(but-2-ynyl)-1-ethyl-5-ethylidene-2-oxopyrrolidine-3-carboxylate
  参考文献：
  名称：

  Gold-Catalyzed Tandem Cyclizations of 1,6-Diynes Triggered by Internal N- and O-Nucleophiles

  摘要：

  Investigations on gold-catalyzed tandem cyclization reactions of 1,6-diynes, tethered to nucleophilic functionalities such as amine, carboxylic acid, amide, and sulfonamide, are reported. The ability of such substrates to undergo tandem cyclization, triggered by internal nucleophiles, has been examined. Depending on the substrate, the catalytic system, and reaction conditions, different regioisomers of monocyclic and bridged bicyclic products were obtained.

  DOI：

  10.1021/jo100712d
• 作为产物：
  描述：

  、 乙胺盐酸盐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 17.08h， 以134.3 mg的产率得到methyl 2-(but-2-ynyl)-2-(ethylcarbamoyl)hex-4-ynoate
  参考文献：
  名称：

  Gold-Catalyzed Tandem Cyclizations of 1,6-Diynes Triggered by Internal N- and O-Nucleophiles

  摘要：

  Investigations on gold-catalyzed tandem cyclization reactions of 1,6-diynes, tethered to nucleophilic functionalities such as amine, carboxylic acid, amide, and sulfonamide, are reported. The ability of such substrates to undergo tandem cyclization, triggered by internal nucleophiles, has been examined. Depending on the substrate, the catalytic system, and reaction conditions, different regioisomers of monocyclic and bridged bicyclic products were obtained.

  DOI：

  10.1021/jo100712d