ethyl 2-((2S,3R,4S)-4-((5-bromo-2-hydroxyphenyl)amino)-3-methyl-3-nitrochroman-2-yl)acetate | 1266339-66-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-((2S,3R,4S)-4-((5-bromo-2-hydroxyphenyl)amino)-3-methyl-3-nitrochroman-2-yl)acetate
• 英文别名: ethyl 2-[(2S,3R,4S)-4-(5-bromo-2-hydroxyanilino)-3-methyl-3-nitro-2,4-dihydrochromen-2-yl]acetate
• CAS: 1266339-66-5
• 化学式: C₂₀H₂₁BrN₂O₆
• 分子量: 465.301
• InChiKey: ZLEOCSUOAYVIGD-IHPCNDPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E)-ethyl 3-(2-((E)-2-nitroprop-1-enyl)phenoxy)acrylate 、 2-氨基-4-溴苯酚 在 thiourea catalyst 作用下， 以 异丙醇 为溶剂， 反应 3.0h， 以94%的产率得到ethyl 2-((2S,3R,4S)-4-((5-bromo-2-hydroxyphenyl)amino)-3-methyl-3-nitrochroman-2-yl)acetate
  参考文献：
  名称：

  Catalytic Asymmetric Aza-Michael−Michael Addition Cascade: Enantioselective Synthesis of Polysubstituted 4-Aminobenzopyrans

  摘要：

  A catalytic asymmetric aza-Michael-Michael addition cascade of anilines to nitroolefin enoates in the presence of chiral bifunctional thiourea catalysts has been disclosed. This reaction provides a mild and efficient approach to polysubstituted chiral 4-aminobenzopyrans bearing three consecutive stereocenters in high yields with excellent stereoselectivities.

  DOI：

  10.1021/ol1031188

文献信息

• Catalytic Asymmetric Aza-Michael−Michael Addition Cascade: Enantioselective Synthesis of Polysubstituted 4-Aminobenzopyrans
  作者：Xu-Fan Wang、Jing An、Xiao-Xiao Zhang、Fen Tan、Jia-Rong Chen、Wen-Jing Xiao

  DOI：10.1021/ol1031188

  日期：2011.2.18

  A catalytic asymmetric aza-Michael-Michael addition cascade of anilines to nitroolefin enoates in the presence of chiral bifunctional thiourea catalysts has been disclosed. This reaction provides a mild and efficient approach to polysubstituted chiral 4-aminobenzopyrans bearing three consecutive stereocenters in high yields with excellent stereoselectivities.