benzyl N-{2-[N-(prop-2'-yn-1'-yl)(2-nitrobenzene)sulfonamido]ethyl}carbamate | 1489246-92-5

• 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: benzyl N-{2-[N-(prop-2'-yn-1'-yl)(2-nitrobenzene)sulfonamido]ethyl}carbamate
• 英文别名: benzyl N-[2-[(2-nitrophenyl)sulfonyl-prop-2-ynylamino]ethyl]carbamate
• CAS: 1489246-92-5
• 化学式: C₁₉H₁₉N₃O₆S
• 分子量: 417.442
• InChiKey: LAHVGXZUYYRAPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.15
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  118.85
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  benzyl N-{2-[N-(prop-2'-yn-1'-yl)(2-nitrobenzene)sulfonamido]ethyl}carbamate 在 silver hexafluoroantimonate 、 三苯基膦氯金 作用下， 以 1,4-二氧六环 为溶剂， 以98%的产率得到benzyl 6-methyl-4-[(2-nitrobenzene)sulfonyl]-1,2,3,4-tetrahydropyrazine-1-carboxylate
  参考文献：
  名称：

  Modular, Gold-Catalyzed Approach to the Synthesis of Lead-like Piperazine Scaffolds

  摘要：

  Ring-opening of cyclic sulfamidates with propargylic sulfonamides yielded substrates for a gold-catalyzed cyclization to yield tetrahydropyrazines. Manipulation of the tetrahydropyrazines, by reduction or using multicomponent reactions, yielded piperazine scaffolds in which substitution of the carbon atoms was varied. Such scaffolds may have value in the synthesis of novel screening compounds with lead-like molecular properties.

  DOI：

  10.1021/ol402988s
• 作为产物：
  描述：

  N-(叔丁氧羰基)-2-硝基苯酰胺 在 sodium hydride 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 1.17h， 生成 benzyl N-{2-[N-(prop-2'-yn-1'-yl)(2-nitrobenzene)sulfonamido]ethyl}carbamate
  参考文献：
  名称：

  Modular, Gold-Catalyzed Approach to the Synthesis of Lead-like Piperazine Scaffolds

  摘要：

  Ring-opening of cyclic sulfamidates with propargylic sulfonamides yielded substrates for a gold-catalyzed cyclization to yield tetrahydropyrazines. Manipulation of the tetrahydropyrazines, by reduction or using multicomponent reactions, yielded piperazine scaffolds in which substitution of the carbon atoms was varied. Such scaffolds may have value in the synthesis of novel screening compounds with lead-like molecular properties.

  DOI：

  10.1021/ol402988s