(S)-3-(1-nitro-2-oxocyclohexyl)propanal | 1428236-73-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-3-(1-nitro-2-oxocyclohexyl)propanal
• 英文别名: 3-[(1S)-1-nitro-2-oxocyclohexyl]propanal
• CAS: 1428236-73-0
• 化学式: C₉H₁₃NO₄
• 分子量: 199.207
• InChiKey: LDZQEEHGHPAGNN-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  80
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-3-(1-nitro-2-oxocyclohexyl)propanal 在 溶剂黄146 、 三乙胺 、 锌 作用下， 生成 (S)-ethyl 6-oxo-1-azaspiro[4.5]decane-1-carboxylate
  参考文献：
  名称：

  Organocatalytic enantioselective conjugate addition of 2-nitrocyclohexanone to acrylaldehyde: a concise two-step synthesis of chiral building block 1-azaspiro[4.5]decan-6-one

  摘要：

  A gram-scale organocatalytic enantioselective Michael addition of alpha-nitrocyclohexanone to acrolein has been developed, and it was successfully applied to a concise two-step synthesis of (1S)-azaspiro[4.5] decan-6-one, a useful chiral building block for the synthesis of a variety of natural alkaloids. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.114
• 作为产物：
  描述：

  2-硝基环己酮 、 丙烯醛 在 N-[3,5-双（三氟甲基）苯基]-N''-[（1R，2R）-2-（1-哌啶基）环己基]硫脲 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 10.0h， 以89%的产率得到
  参考文献：
  名称：

  Organocatalytic enantioselective conjugate addition of 2-nitrocyclohexanone to acrylaldehyde: a concise two-step synthesis of chiral building block 1-azaspiro[4.5]decan-6-one

  摘要：

  A gram-scale organocatalytic enantioselective Michael addition of alpha-nitrocyclohexanone to acrolein has been developed, and it was successfully applied to a concise two-step synthesis of (1S)-azaspiro[4.5] decan-6-one, a useful chiral building block for the synthesis of a variety of natural alkaloids. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.114

文献信息

• Organocatalytic enantioselective conjugate addition of 2-nitrocyclohexanone to acrylaldehyde: a concise two-step synthesis of chiral building block 1-azaspiro[4.5]decan-6-one
  作者：Xiao-Hua Ding、Wei-Chen Cui、Xiang Li、Xuan Ju、Dan Liu、Shaozhong Wang、Zhu-Jun Yao

  DOI：10.1016/j.tetlet.2013.01.114

  日期：2013.4

  A gram-scale organocatalytic enantioselective Michael addition of alpha-nitrocyclohexanone to acrolein has been developed, and it was successfully applied to a concise two-step synthesis of (1S)-azaspiro[4.5] decan-6-one, a useful chiral building block for the synthesis of a variety of natural alkaloids. (C) 2013 Elsevier Ltd. All rights reserved.