(2R,3S,4S)-1'-tert-butyl 2-methyl 4-(nitromethyl)-2'-oxospiro[chroman-3,3'-indoline]-1',2-dicarboxylate | 1448778-00-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: (2R,3S,4S)-1'-tert-butyl 2-methyl 4-(nitromethyl)-2'-oxospiro[chroman-3,3'-indoline]-1',2-dicarboxylate
• 英文别名: 1-O'-tert-butyl 2-O-methyl (2R,3S,4S)-4-(nitromethyl)-2'-oxospiro[2,4-dihydrochromene-3,3'-indole]-1',2-dicarboxylate
• CAS: 1448778-00-4
• 化学式: C₂₄H₂₄N₂O₈
• 分子量: 468.463
• InChiKey: DIPDQWZLWDAZEB-TVVUZDRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  128
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  tert-butyl (E)-3-(2-methoxy-2-oxoethylidene)-2-oxoindoline-1-carboxylate 、 反-2-羟基-β-硝基苯乙烯 在 C₃₄H₃₁F₆N₃O₃ 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以72%的产率得到(2R,3S,4S)-1'-tert-butyl 2-methyl 4-(nitromethyl)-2'-oxospiro[chroman-3,3'-indoline]-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

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.