(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-[N-(prop-2'-yn-1'-yl)(4-nitrobenzene)sulfonamido]propyl acetate | 1489247-00-8

• 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: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-[N-(prop-2'-yn-1'-yl)(4-nitrobenzene)sulfonamido]propyl acetate
• CAS: 1489247-00-8
• 化学式: C₁₉H₂₅N₃O₈S
• 分子量: 455.489
• InChiKey: LYNUCRPZNBDVCB-OAHLLOKOSA-N

物化性质

• 密度：
  1.307±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  31.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  145.15
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-[N-(prop-2'-yn-1'-yl)(4-nitrobenzene)sulfonamido]propyl acetate 在 silver hexafluoroantimonate 、 三苯基膦氯金 作用下， 以 1,4-二氧六环 为溶剂， 以92%的产率得到tert-butyl (2R)-2-[(acetyloxy)methyl]-6-methyl-4-[(4-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：

  (2R)-2-{[(叔丁氧基)羰基]氨基}-3-羟丙基乙酸酯 在 咪唑 、 氯化亚砜 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 1.17h， 生成 (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-[N-(prop-2'-yn-1'-yl)(4-nitrobenzene)sulfonamido]propyl acetate
  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