N-[2-(1-hydroxy-2-nitroethyl)phenyl]-4-methylbenzenesulfonamide | 328029-93-2

• 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-(1-hydroxy-2-nitroethyl)phenyl]-4-methylbenzenesulfonamide
• CAS: 328029-93-2
• 化学式: C₁₅H₁₆N₂O₅S
• 分子量: 336.368
• InChiKey: HPFCFCOLWSBUBE-UHFFFAOYSA-N

物化性质

• 沸点：
  545.8±60.0 °C(Predicted)
• 密度：
  1.409±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[2-(1-hydroxy-2-nitroethyl)phenyl]-4-methylbenzenesulfonamide 在 吡啶 、 氯化亚砜 、 C₃₄H₃₁F₆N₃O₃ 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (2'R,3S,4'S)-2'-benzyl 1-tert-butyl 4'-(nitromethyl)-2-oxo-1'-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-1,2'-dicarboxylate
  参考文献：
  名称：

  Organocatalytic oxa/aza-Michael–Michael Cascade Strategy for the Construction of Spiro [Chroman/Tetrahydroquinoline-3,3′-oxindole] Scaffolds

  摘要：

  A new useful and effective chiral amine-catalyzed oxa- and aza-Michael - Michael cascade methodology for the construction of enantiomerically enriched indolinones spiro-fused with chromans or tetrahydroquinolines is reported. By employing suitable organocatalysts depending on the different Michael donors (Ar-OH/Ar-NHR), the processes offered excellent stereocontrol (dr >20:1, >99% ee) under mild conditions.

  DOI：

  10.1021/ol401595g
• 作为产物：
  描述：

  N-(2-甲酰基苯基)-4-甲基苯磺酰胺 、 硝基甲烷 在 三乙胺 作用下， 反应 3.0h， 生成 N-[2-(1-hydroxy-2-nitroethyl)phenyl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Organocatalytic oxa/aza-Michael–Michael Cascade Strategy for the Construction of Spiro [Chroman/Tetrahydroquinoline-3,3′-oxindole] Scaffolds

  摘要：

  A new useful and effective chiral amine-catalyzed oxa- and aza-Michael - Michael cascade methodology for the construction of enantiomerically enriched indolinones spiro-fused with chromans or tetrahydroquinolines is reported. By employing suitable organocatalysts depending on the different Michael donors (Ar-OH/Ar-NHR), the processes offered excellent stereocontrol (dr >20:1, >99% ee) under mild conditions.

  DOI：

  10.1021/ol401595g

文献信息

• Organocatalytic oxa/aza-Michael–Michael Cascade Strategy for the Construction of Spiro [Chroman/Tetrahydroquinoline-3,3′-oxindole] Scaffolds
  作者：Haibin Mao、Aijun Lin、Yang Tang、Yan Shi、Hongwen Hu、Yixiang Cheng、Chengjian Zhu

  DOI：10.1021/ol401595g

  日期：2013.8.16

  A new useful and effective chiral amine-catalyzed oxa- and aza-Michael - Michael cascade methodology for the construction of enantiomerically enriched indolinones spiro-fused with chromans or tetrahydroquinolines is reported. By employing suitable organocatalysts depending on the different Michael donors (Ar-OH/Ar-NHR), the processes offered excellent stereocontrol (dr >20:1, >99% ee) under mild conditions.