3-ethoxycarbonyl-5-methyl-4-trifluoromethylcarbonylisoxazole | 157951-18-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-ethoxycarbonyl-5-methyl-4-trifluoromethylcarbonylisoxazole
• 英文别名: Ethyl 5-methyl-4-(2,2,2-trifluoroacetyl)-1,2-oxazole-3-carboxylate
• CAS: 157951-18-3
• 化学式: C₉H₈F₃NO₄
• 分子量: 251.162
• InChiKey: KIOUIVACHACOCW-UHFFFAOYSA-N

物化性质

• 沸点：
  319.1±42.0 °C(predicted)
• 密度：
  1.364±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-ethoxycarbonyl-5-methyl-4-trifluoromethylcarbonylisoxazole 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以80%的产率得到3-ethoxycarbonyl-4-(1-hydroxy-2,2,2-trifluoroethyl)5-methylisoxazole
  参考文献：
  名称：

  An efficient entry to perfluoroalkyl substituted azoles starting from β-perfluoroalkyl-β-dicarbonyl compounds

  摘要：

  5-Perfluoroalkylpyrazoles 6, 5-perfluoroalkylisoxazoles 11, and 4-perfluoroacylisoxazoles 13 are obtained in high chemical yields and complete site and regioselectivity through the reaction of beta-perfluoroalkyl-beta-dicarbonyls 2 with hydrazonyl halides 1 and halooximes 8 in the presence of bases.

  DOI：

  10.1016/s0040-4020(01)85356-4
• 作为产物：
  描述：

  ethyl chlorooximidoacetate 、 三氟乙酰丙酮 在 三乙胺 作用下， 以 苯 为溶剂， 反应 36.0h， 以74%的产率得到3-ethoxycarbonyl-5-methyl-4-trifluoromethylcarbonylisoxazole
  参考文献：
  名称：

  An efficient entry to perfluoroalkyl substituted azoles starting from β-perfluoroalkyl-β-dicarbonyl compounds

  摘要：

  5-Perfluoroalkylpyrazoles 6, 5-perfluoroalkylisoxazoles 11, and 4-perfluoroacylisoxazoles 13 are obtained in high chemical yields and complete site and regioselectivity through the reaction of beta-perfluoroalkyl-beta-dicarbonyls 2 with hydrazonyl halides 1 and halooximes 8 in the presence of bases.

  DOI：

  10.1016/s0040-4020(01)85356-4

文献信息

• Bravo, Pierfrancesco; Diliddo, Dario; Resnati, Giuseppe, Heterocycles, 1992, vol. 34, # 9, p. 1703 - 1706
  作者：Bravo, Pierfrancesco、Diliddo, Dario、Resnati, Giuseppe

  DOI：——

  日期：——
• An efficient entry to perfluoroalkyl substituted azoles starting from β-perfluoroalkyl-β-dicarbonyl compounds
  作者：Pierfrancesco Bravo、Dario Diliddo、Giuseppe Resnati

  DOI：10.1016/s0040-4020(01)85356-4

  日期：1994.1

  5-Perfluoroalkylpyrazoles 6, 5-perfluoroalkylisoxazoles 11, and 4-perfluoroacylisoxazoles 13 are obtained in high chemical yields and complete site and regioselectivity through the reaction of beta-perfluoroalkyl-beta-dicarbonyls 2 with hydrazonyl halides 1 and halooximes 8 in the presence of bases.