3-dimethoxyamino-3-trifluoromethylbutanoic acid methyl ester | 136853-06-0

• 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-dimethoxyamino-3-trifluoromethylbutanoic acid methyl ester
• 英文别名: methyl 3-(dimethoxyamino)-4,4,4-trifluoro-3-methylbutanoate
• CAS: 136853-06-0
• 化学式: C₈H₁₄F₃NO₄
• 分子量: 245.199
• InChiKey: OEDGGMACJSIVOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  48.0
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-dimethoxyamino-3-trifluoromethylbutanoic acid methyl ester 在 lithium aluminium tetrahydride 、 amberlyst-15 、 水 作用下， 以 乙醚 、 苯 为溶剂， 反应 289.0h， 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 2,4,6-三甲基吡啶 、 次氯酸叔丁酯 作用下， 以 乙醚 为溶剂， 反应 13.0h， 生成 3-dimethoxyamino-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

• Possibility of the Arbuzov reaction in the dialkoxyamine series
  作者：V. F. Rudchenko、R. G. Kostyanovskii

  DOI：10.1007/bf01172268

  日期：1991.8

  Dialkoxyamines remain unchanged under the conditions for the Arbuzov rearrangement of secondary phosphonites. ln reaction with methyl triflate the compound (I) undergoes 1,2 rearrangement with the formation of methyl methoxycarbamate, while (III) gives the nitroso compound (IV). Previously described reactions of nitrogen analogs of phosphonites (V), (VIIa), and (VIIb) under the action of BF3, are interpreted on analogy with the Arbuzov rearrangement ("self-isomerization") of phosphorus (III) esters.
• RUDCHENKO, V. F.;CHERVIN, I. I.;ALIEV, A. EH.;KOSTYANOVSKIJ, R. G., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1563-1568
  作者：RUDCHENKO, V. F.、CHERVIN, I. I.、ALIEV, A. EH.、KOSTYANOVSKIJ, R. G.

  DOI：——

  日期：——
• RUDCHENKO, V. F.;KOSTYANOVSKIJ, R. G., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1856-1859
  作者：RUDCHENKO, V. F.、KOSTYANOVSKIJ, R. G.

  DOI：——

  日期：——