(R)-2-amino-6-(tert-butyl)-4-(nitromethyl)-4H-chromene-3-carbonitrile | 1345563-90-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (R)-2-amino-6-(tert-butyl)-4-(nitromethyl)-4H-chromene-3-carbonitrile
• 英文别名: (4R)-2-amino-6-tert-butyl-4-(nitromethyl)-4H-chromene-3-carbonitrile
• CAS: 1345563-90-7
• 化学式: C₁₅H₁₇N₃O₃
• 分子量: 287.318
• InChiKey: TYRWQLWZDKIXLY-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (E)-4-(tert-butyl)-2-(2-nitrovinyl)phenol 、 丙二腈 在 (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(3,3-dimethyl-1-(piperidin-1-yl)butan-2-yl)thiourea 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 (S)-2-amino-6-(tert-butyl)-4-(nitromethyl)-4H-chromene-3-carbonitrile 、 (R)-2-amino-6-(tert-butyl)-4-(nitromethyl)-4H-chromene-3-carbonitrile
  参考文献：
  名称：

  Enantioselective organocatalytic synthesis of medicinally privileged 2-amino-4H-chromene-3-carbonitriles via a cascade process

  摘要：

  An efficient organocatalytic cascade approach toward medicinally privileged 2-amino-4H-chromene-3-carbonitriles is reported. The enantioselective synthesis of these compounds is achieved in high yields and good to high ee values (up to 96% yield and 89% ee) using bifunctional amine-thiourea organocatalysts developed in our laboratory. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.030

文献信息

• Enantioselective organocatalytic synthesis of medicinally privileged 2-amino-4H-chromene-3-carbonitriles via a cascade process
  作者：Zhiyun Du、Woon-Yew Siau、Jian Wang

  DOI：10.1016/j.tetlet.2011.09.030

  日期：2011.11

  An efficient organocatalytic cascade approach toward medicinally privileged 2-amino-4H-chromene-3-carbonitriles is reported. The enantioselective synthesis of these compounds is achieved in high yields and good to high ee values (up to 96% yield and 89% ee) using bifunctional amine-thiourea organocatalysts developed in our laboratory. (C) 2011 Elsevier Ltd. All rights reserved.