2-methoxy-3,3-bis(trifluoromethyl)isoxazolidine-5-carboxylic acid methyl ester | 135452-93-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 2-methoxy-3,3-bis(trifluoromethyl)isoxazolidine-5-carboxylic acid methyl ester
• 英文别名: methyl 2-methoxy-3,3-bis(trifluoromethyl)-1,2-oxazolidine-5-carboxylate
• CAS: 135452-93-6
• 化学式: C₈H₉F₆NO₄
• 分子量: 297.154
• InChiKey: MNAYNGPLYZGBIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• 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：

  2-methoxy-3,3-bis(trifluoromethyl)isoxazolidine-5-carboxylic acid methyl ester 在 氯化锑(V) 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到5,5,5-trifluoro-4-trifluoromethyl-4-nitroso-2-hydroxypentanoic 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
• 作为产物：
  描述：

  重氮甲烷 、 2-nitro-2-hydrohexafluoropropane 、 丙烯酸甲酯（MA） 生成 2-methoxy-3,3-bis(trifluoromethyl)isoxazolidine-5-carboxylic 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

• 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：——
• Synthesis and certain transformations of ?-nitrosoalcohols
  作者：V. F. Rudchenko、I. I. Chervin、A. �. Aliev、R. G. Kostyanovskii

  DOI：10.1007/bf00961236

  日期：1991.7

  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.