Tert-butyl 4-[[3-(2,4-dimethoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]benzoate | 1023294-76-9

• 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: Tert-butyl 4-[[3-(2,4-dimethoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]benzoate
• 英文别名: tert-butyl 4-[[3-(2,4-dimethoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]benzoate
• CAS: 1023294-76-9
• 化学式: C₂₃H₂₇NO₅
• 分子量: 397.471
• InChiKey: DJNVGKRRYKEEKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  66.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Tert-butyl 4-[[3-(2,4-dimethoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]benzoate 在 水 、 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以41%的产率得到tert-butyl 4-(4-(2,4-dimethoxyphenyl)-2-hydroxy-4-oxobutyl)benzoate
  参考文献：
  名称：

  Reduction of Δ²-Isoxazolines to β-Hydroxy Ketones with Iron and Ammonium Chloride as Reducing Agent

  摘要：

  A detailed study of a procedure for the selective reduction of Delta(2)-isoxazolines to the corresponding beta-hydroxy ketones is reported. The use of iron and ammonium chloride as the reducing agent in the presence of water results in a facile and chemoselective protocol for the preparation of beta-hydroxy ketones, including the conjugated beta-hydroxy ketones.

  DOI：

  10.1021/jo801831c
• 作为产物：
  描述：

  、 4-溴苯甲酸叔丁酯 在 tris(dibenzylideneacetone)dipalladium (0) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以73%的产率得到Tert-butyl 4-[[3-(2,4-dimethoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]benzoate
  参考文献：
  名称：

  Pd-Catalyzed Carboetherification of β,γ-Unsaturated Oximes: A Novel Approach to Δ²-Isoxazolines

  摘要：

  A novel route to the synthesis of Delta(2)-isoxazoline derivatives is described. Reaction of beta,gamma-unsaturated oximes with aryl bromides via palladium-catalyzed carboetherification affords 3,5-disubstituted Delta(2)-isoxazolines in good yields. The use of Xantphos as ligand is crucial for the transformation. The carboetherification products can be further converted to beta-hydroxy ketones in the presence of Fe powder and NH(4)Cl.

  DOI：

  10.1021/ol8002173

文献信息

• Pd-Catalyzed Carboetherification of β,γ-Unsaturated Oximes: A Novel Approach to Δ²-Isoxazolines
  作者：Dahong Jiang、Jinsong Peng、Yuanwei Chen

  DOI：10.1021/ol8002173

  日期：2008.5.1

  A novel route to the synthesis of Delta(2)-isoxazoline derivatives is described. Reaction of beta,gamma-unsaturated oximes with aryl bromides via palladium-catalyzed carboetherification affords 3,5-disubstituted Delta(2)-isoxazolines in good yields. The use of Xantphos as ligand is crucial for the transformation. The carboetherification products can be further converted to beta-hydroxy ketones in the presence of Fe powder and NH(4)Cl.
• Reduction of Δ²-Isoxazolines to β-Hydroxy Ketones with Iron and Ammonium Chloride as Reducing Agent
  作者：Dahong Jiang、Yuanwei Chen

  DOI：10.1021/jo801831c

  日期：2008.11.21

  A detailed study of a procedure for the selective reduction of Delta(2)-isoxazolines to the corresponding beta-hydroxy ketones is reported. The use of iron and ammonium chloride as the reducing agent in the presence of water results in a facile and chemoselective protocol for the preparation of beta-hydroxy ketones, including the conjugated beta-hydroxy ketones.