ethyl (3aR,6aS)-5-(4-bromophenyl)-4,6-dioxo-3a,6a-dihydropyrrolo[3,4-d][1,2]oxazole-3-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: ethyl (3aR,6aS)-5-(4-bromophenyl)-4,6-dioxo-3a,6a-dihydropyrrolo[3,4-d][1,2]oxazole-3-carboxylate
• 化学式: C₁₄H₁₁BrN₂O₅
• 分子量: 367.156
• InChiKey: FGHKLDLTUGNPQT-KOLCDFICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  85.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙醇 、 ethyl (3aR,6aS)-5-(4-bromophenyl)-4,6-dioxo-3a,6a-dihydropyrrolo[3,4-d][1,2]oxazole-3-carboxylate 在 sodium tetrahydroborate 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以71%的产率得到ethyl (1SR,5RS,8RS)-7-(4-bromophenyl)-8-hydroxy-6-oxo-2-oxa-3,7-diazabicyclo[3.3.0]oct-3-ene-4-carboxylate
  参考文献：
  名称：

  Reduction of 7-aryl-6,8-dioxo-2-oxa-3,7-diazabicyclo[3.3.0]oct-3-ene-4-carboxylic and 7-aryl-6,8-dioxo-1-oxa-2,7-diazaspiro[4.4]non-2-ene-3-carboxylic acid esters

  摘要：

  Ethyl 7-aryl-6,8-dioxo-2-oxa-3,7-diazabicyclo[3.3.0]oct-3-ene-4-carboxylates and ethyl 7-aryl-6,8-dioxo-1-oxa-2,7-diazaspiro[4.4]non-2-ene-3-carboxylates were selectively reduced with sodium tetrahydridoborate at the carbonyl group in the beta-position with respect to the oxygen atom in the isoxazole ring.

  DOI：

  10.1134/s1070428009120057

文献信息

• Reduction of 7-aryl-6,8-dioxo-2-oxa-3,7-diazabicyclo[3.3.0]oct-3-ene-4-carboxylic and 7-aryl-6,8-dioxo-1-oxa-2,7-diazaspiro[4.4]non-2-ene-3-carboxylic acid esters
  作者：A. V. Stepakov、I. A. Galkin、A. G. Larina、A. P. Molchanov、R. R. Kostikov

  DOI：10.1134/s1070428009120057

  日期：2009.12

  Ethyl 7-aryl-6,8-dioxo-2-oxa-3,7-diazabicyclo[3.3.0]oct-3-ene-4-carboxylates and ethyl 7-aryl-6,8-dioxo-1-oxa-2,7-diazaspiro[4.4]non-2-ene-3-carboxylates were selectively reduced with sodium tetrahydridoborate at the carbonyl group in the beta-position with respect to the oxygen atom in the isoxazole ring.