4-nitro-1-(3'-nitrophenyl)butan-1-one | 852382-07-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-nitro-1-(3'-nitrophenyl)butan-1-one
• 英文别名: 4-Nitro-1-(3-nitrophenyl)butan-1-one
• CAS: 852382-07-1
• 化学式: C₁₀H₁₀N₂O₅
• 分子量: 238.2
• InChiKey: WUOCDKVXAGBAGZ-UHFFFAOYSA-N

物化性质

• 沸点：
  389.0±22.0 °C(Predicted)
• 密度：
  1.333±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-nitro-1-(3'-nitrophenyl)butan-1-one 、 甲醇 在 对甲苯磺酸 、 原甲酸三甲酯 作用下， 反应 16.0h， 生成 1-(1,1-dimethoxy-4-nitrobutyl)-3-nitrobenzene
  参考文献：
  名称：

  3-Aza-8,10-dioxa-bicyclo[5.2.1]decane (9-exo BTKa) carboxylic acid as a new reverse turn inducer: synthesis and conformational analysis of a model peptide

  摘要：

  Dipeptide isostere 5, belonging to the class of 9-exo BTKa, was synthesised starting from R,R-tartaric acid and 4-nitro-1-(3-nitrophenyl)butan-1-one. The nine-membered lactam showed interesting structural features and was inserted in a 5-residue model peptide. The conformational properties of this modified peptide have been Studied by NMR and molecular modelling, indicating that Compound 5 acted as it reverse turn inducer. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.008
• 作为产物：
  描述：

  聚合甲醛 、 硝基甲烷 、 间硝基苯乙酮 在 盐酸二甲胺 、 氢气 、 sodium hydroxide 、 苄基三甲基氢氧化铵 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 4-nitro-1-(3'-nitrophenyl)butan-1-one
  参考文献：
  名称：

  Selectivity of Daucus carota roots and baker’s yeast in the enantioselective reduction of γ-nitroketones

  摘要：

  The enantioselective reduction of a series of aromatic gamma-nitroketones was achieved by using Daticus carota roots in water, which afforded the corresponding (S)-alcohols with ees ranging from 73% to 100%. A comparison of these results with the data obtained by reducing the same substrates with baker's yeast resulted in D. carota always being more enantioselective than baker's yeast, although a lower number of substrates were reduced. The possible influence of the aromatic ring substituents on the reaction outcome is also discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.03.002

文献信息

• Selectivity of Daucus carota roots and baker’s yeast in the enantioselective reduction of γ-nitroketones
  作者：Dina Scarpi、Ernesto G. Occhiato、Antonio Guarna

  DOI：10.1016/j.tetasy.2005.03.002

  日期：2005.4

  The enantioselective reduction of a series of aromatic gamma-nitroketones was achieved by using Daticus carota roots in water, which afforded the corresponding (S)-alcohols with ees ranging from 73% to 100%. A comparison of these results with the data obtained by reducing the same substrates with baker's yeast resulted in D. carota always being more enantioselective than baker's yeast, although a lower number of substrates were reduced. The possible influence of the aromatic ring substituents on the reaction outcome is also discussed. (c) 2005 Elsevier Ltd. All rights reserved.
• 3-Aza-8,10-dioxa-bicyclo[5.2.1]decane (9-exo BTKa) carboxylic acid as a new reverse turn inducer: synthesis and conformational analysis of a model peptide
  作者：Dina Scarpi、Daniela Stranges、Andrea Trabocchi、Antonio Guarna

  DOI：10.1016/j.tet.2005.11.008

  日期：2006.2

  Dipeptide isostere 5, belonging to the class of 9-exo BTKa, was synthesised starting from R,R-tartaric acid and 4-nitro-1-(3-nitrophenyl)butan-1-one. The nine-membered lactam showed interesting structural features and was inserted in a 5-residue model peptide. The conformational properties of this modified peptide have been Studied by NMR and molecular modelling, indicating that Compound 5 acted as it reverse turn inducer. (c) 2005 Elsevier Ltd. All rights reserved.