ethyl 4-nitro-3-phenylpentanoate | 92042-26-7

• 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: ethyl 4-nitro-3-phenylpentanoate
• 英文别名: 4-Nitro-3-phenyl-valeriansaeureethylester
• CAS: 92042-26-7
• 化学式: C₁₃H₁₇NO₄
• 分子量: 251.282
• InChiKey: PMWUGFHCTIHZSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  69.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-nitro-3-phenylpentanoate 在 三丁基膦 、 二苯二硫醚 作用下， 以 四氢呋喃 为溶剂， 以61%的产率得到4-phenyl-5-methyl-1,3-dihydro-1H-pyrrol-2-one
  参考文献：
  名称：

  将脂肪族硝基化合物温和还原为亚胺以进一步反应：吡咯的简单合成

  摘要：

  三丁基膦-二苯基二硫化物可将硝基烷还原为亚胺，可将其分子内捕获以生成吡咯。

  DOI：

  10.1016/0040-4039(84)80111-2
• 作为产物：
  描述：

  硝基乙烷 、 3-苯丙酸乙酯 在 四丁基氟化铵 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 ethyl 4-nitro-3-phenylpentanoate
  参考文献：
  名称：

  Rationally Designed Guanidine and Amidine Fungicides

  摘要：

  A previous investigation established that compounds containing a guanidinium or amidinium grouping are effective inhibitors of sterol Delta(8)-Delta(7) isomerase and/or Delta(14) reductase activity in plant pathogenic fungi. A binding model for known fungicidal inhibitors of this enzyme has now been used to rationally design further guanidinium or amidinium inhibitors. Three novel classes of chemistry were investigated. The results of biochemical testing against ergosterol biosynthesis in Ustilago maydis (DC) Corda and of in-vivo testing for fungicidal activity against Erysiphe graminis DC f. sp, hordei Marchal (powdery mildew of barley), do much to support the binding model, and compounds with significant fungicidal activity have been found.

  DOI：

  10.1002/(sici)1096-9063(199707)50:3<258::aid-ps587>3.0.co;2-3

文献信息

• New and improved methods for the conversion of nitroalkanes into geminal chloronitroso compounds
  作者：Rafael Bou-Moreno、Sandra Luengo-Arratta、Valérie Pons、William B. Motherwell

  DOI：10.1139/v2012-083

  日期：2013.1

  The scope and limitations of a new method for the preparation of geminal chloronitroso compounds involving treatment of a nitronate anion with oxalyl chloride are described in full, and a milder, high yielding, and more chemoselective variant using the derived silyl nitronate is presented.

  一种新方法用于制备双氯亚硝基化合物的范围和限制已经完整描述，涉及将硝酸盐负离子与草酸氯酰进行处理，并提出了一种更温和、产率更高且更具化学选择性的变体，使用了衍生的硅烷基硝酸盐。
• Solvent-Free Synthesis of <b>γ</b>-Nitroketones and <b>γ</b>-Nitroesters Promoted by the Ionic Liquid/K₂CO₃ Catalytic System
  作者：Sergey Zlotin、Andrey Bogolyubov、Galina Kryshtal、Galina Zhdankina、Marina Struchkova、Vladimir Tartakovsky

  DOI：10.1055/s-2006-950306

  日期：2006.11

  A convenient solvent-free synthesis of γ-nitroketones and γ-nitroesters based on the reaction of nitroalkanes with α,β-unsaturated carbonyl compounds in the ultrasonically activated hete­rogeneous catalytic system 1-butyl-3-methylimidazolium tetra­-fluoroborate ([bmim][BF4])/K2CO3 has been developed. The system retained its catalytic activity over three reaction cycles.

  基于1-丁基-3-甲基咪唑四氟硼酸盐（[bmim][BF4]）/K2CO3在超声激活的非均相催化体系中，通过硝基烷与α,β-不饱和羰基化合物的反应，已开发出一种方便的无溶剂合成γ-硝基酮和γ-硝基酯的方法。该系统在三次反应循环中保持了其催化活性。
• Barton, Derek H. R.; Motherwell, William B.; Simon, Ethan S., Journal of the Chemical Society. Perkin transactions I, 1986, p. 2243 - 2252
  作者：Barton, Derek H. R.、Motherwell, William B.、Simon, Ethan S.、Zard, Samir Z.

  DOI：——

  日期：——
• BARTON, D. H. R.;MOTHERWELL, W. B.;ZARD, S. Z., TETRAHEDRON LETT., 1984, 25, N 34, 3707-3710
  作者：BARTON, D. H. R.、MOTHERWELL, W. B.、ZARD, S. Z.

  DOI：——

  日期：——