ethyl 2-((2S,3S,4R)-3-nitro-4-(2-oxo-2-phenylethyl)chroman-2-yl)acetate | 1443301-65-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2-((2S,3S,4R)-3-nitro-4-(2-oxo-2-phenylethyl)chroman-2-yl)acetate
• 英文别名: ethyl 2-[(2S,3S,4R)-3-nitro-4-phenacyl-3,4-dihydro-2H-chromen-2-yl]acetate
• CAS: 1443301-65-2
• 化学式: C₂₁H₂₁NO₆
• 分子量: 383.401
• InChiKey: HASRSWDFMMNDOU-PBEJRMEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-羟基查耳酮 在 N-甲基吗啉 、 C₃₀H₃₂F₆N₄OS 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 2.0h， 生成 ethyl 2-((2S,3S,4R)-3-nitro-4-(2-oxo-2-phenylethyl)chroman-2-yl)acetate
  参考文献：
  名称：

  Organocatalyzed Michael–Michael Cascade Reaction: Asymmetric Synthesis of Polysubstituted Chromans

  摘要：

  An enantioselective cascade Michael Michael reaction between chalcones enolates and nitromethane catalyzed by a bifunctional thiourea is developed. This reaction provides a mild but efficient approach to chiral benzopyrans bearing three consecutive stereocenters in high yields with excellent stereoselectivities, and the benzopyrans can be easily transformed to the corresponding tricyclic product.

  DOI：

  10.1021/jo400476b

文献信息

• Organocatalyzed Michael–Michael Cascade Reaction: Asymmetric Synthesis of Polysubstituted Chromans
  作者：Zhen-Xin Jia、Yong-Chun Luo、Xi-Na Cheng、Peng-Fei Xu、Yu-Cheng Gu

  DOI：10.1021/jo400476b

  日期：2013.7.5

  An enantioselective cascade Michael Michael reaction between chalcones enolates and nitromethane catalyzed by a bifunctional thiourea is developed. This reaction provides a mild but efficient approach to chiral benzopyrans bearing three consecutive stereocenters in high yields with excellent stereoselectivities, and the benzopyrans can be easily transformed to the corresponding tricyclic product.