3-(N-chloro-N-methoxy)amino-3-trifluoromethylbutanoic acid methyl ester | 136853-05-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-(N-chloro-N-methoxy)amino-3-trifluoromethylbutanoic acid methyl ester
• 英文别名: Methyl 3-[chloro(methoxy)amino]-4,4,4-trifluoro-3-methylbutanoate
• CAS: 136853-05-9
• 化学式: C₇H₁₁ClF₃NO₃
• 分子量: 249.617
• InChiKey: QOOPPHMFODRJQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(N-chloro-N-methoxy)amino-3-trifluoromethylbutanoic acid methyl ester 在 2,4,6-三甲基吡啶 、 lithium aluminium tetrahydride 、 amberlyst-15 、 水 作用下， 以 乙醚 、 苯 为溶剂， 反应 302.0h， 生成 3-nitroso-3-trifluoromethylbutanol-1
  参考文献：
  名称：

  Synthesis and certain transformations of ?-nitrosoalcohols

  摘要：

  The gamma-nitrosoalcohols (II), (XII), and (IX), respectively, have been synthesized by acid-catalyzed hydrolysis of 2-alkoxyisoxazolidines (I), (Xa, b), (Xla, b), and 3-(dimethoxyamino)-3-trifluoromethylbutanol-1 (VIII). The nitrosoalcohol (II) readily rearranges into the oxime (III), and (XII) is converted into the diol (XIII) by oxidation with atmospheric O2 and denitrosation. For (IX) and (XII) ring-chain tautomerism with formation of 2-hydroxyisoxazolidines could not be detected by PMR spectroscopy.

  DOI：

  10.1007/bf00961236
• 作为产物：
  描述：

  3-methoxyamino-3-trifluoromethylbutanoic acid methyl ester 在 次氯酸叔丁酯 作用下， 以 乙醚 为溶剂， 以100%的产率得到3-(N-chloro-N-methoxy)amino-3-trifluoromethylbutanoic acid methyl ester
  参考文献：
  名称：

  Synthesis and certain transformations of ?-nitrosoalcohols

  摘要：

  The gamma-nitrosoalcohols (II), (XII), and (IX), respectively, have been synthesized by acid-catalyzed hydrolysis of 2-alkoxyisoxazolidines (I), (Xa, b), (Xla, b), and 3-(dimethoxyamino)-3-trifluoromethylbutanol-1 (VIII). The nitrosoalcohol (II) readily rearranges into the oxime (III), and (XII) is converted into the diol (XIII) by oxidation with atmospheric O2 and denitrosation. For (IX) and (XII) ring-chain tautomerism with formation of 2-hydroxyisoxazolidines could not be detected by PMR spectroscopy.

  DOI：

  10.1007/bf00961236

文献信息

• Reaction of the dimethoxyaminyl radical with tertiary nitrosoalkanes as a method for the preparation of N-alkyl-N?-methoxydiazene N-oxides
  作者：V. F. Rudchenko、S. M. Ignatov、R. G. Kostyanovskii

  DOI：10.1007/bf00863834

  日期：1992.10

  The reaction of the dimethoxyaminyl radical with functionally substituted nitrosoalkanes (2) in a 2:1 ratio at 20-degrees-C gives the corresponding N-alkyl-N'-methoxydiazene N-oxides (3) as a single isomer in preparative yields.