(2R,4R,5R)-4-(4-bromophenyl)-2-methyl-5-nitrotetrahydro-2H-pyran-2-ol | 1269219-44-4

• 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: (2R,4R,5R)-4-(4-bromophenyl)-2-methyl-5-nitrotetrahydro-2H-pyran-2-ol
• 英文别名: (2R,4R,5R)-4-(4-bromophenyl)-2-methyl-5-nitrooxan-2-ol
• CAS: 1269219-44-4
• 化学式: C₁₂H₁₄BrNO₄
• 分子量: 316.151
• InChiKey: AHPRSQNJYISNDT-GRYCIOLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(4-bromophenyl)-2-nitroprop-2-en-1-ol 、 丙酮 在 烟酸 、 C₂HF₃O₂*C₂₅H₂₃N₂O₂PS 、 三乙胺 作用下， 反应 68.0h， 生成 (2R,4R,5R)-4-(4-bromophenyl)-2-methyl-5-nitrotetrahydro-2H-pyran-2-ol 、 (2S,4S,5S)-4-(4-bromophenyl)-2-methyl-5-nitrotetrahydro-2H-pyran-2-ol
  参考文献：
  名称：

  Thiophosphoramide catalyzed asymmetric Michael addition of acetone to functionalized nitrostyrenes: a convenient approach to optically active tetrahydropyrans

  摘要：

  Thiophosphoramide 5d was found to be an effective organocatalyst for the enantioselective Michael reaction of problematic acetone to various hydroxymethyl nitrostyrenes, affording the multisubstituted tetrahydropyrans with three stereogenic centers. The Michael addition products generated were obtained as a single diastereomer with enantioselectivities ranging from 46% to 74% ee. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.11.019

文献信息

• Thiophosphoramide catalyzed asymmetric Michael addition of acetone to functionalized nitrostyrenes: a convenient approach to optically active tetrahydropyrans
  作者：Yang Wu、Aidang Lu、Yunfeng Liu、Xiaolei Yu、Youming Wang、Guiping Wu、Haibin Song、Zhenghong Zhou、Chuchi Tang

  DOI：10.1016/j.tetasy.2010.11.019

  日期：2010.12

  Thiophosphoramide 5d was found to be an effective organocatalyst for the enantioselective Michael reaction of problematic acetone to various hydroxymethyl nitrostyrenes, affording the multisubstituted tetrahydropyrans with three stereogenic centers. The Michael addition products generated were obtained as a single diastereomer with enantioselectivities ranging from 46% to 74% ee. (C) 2010 Elsevier Ltd. All rights reserved.