| 181636-01-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 181636-01-1
• 化学式: C₁₀H₁₅NO₄
• 分子量: 213.233
• InChiKey: DPGSIUBDKOAWNH-YIZRAAEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.23
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  79.55
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 在 对甲苯磺酸 作用下， 以65%的产率得到4-hydroxy-2-hydroxymethyl-5-methoxy-5-methyl-tetrahydrofuran-3-carbonitrile
  参考文献：
  名称：

  Enantiomerically pure isoxazolines by stereoselective 1,3-dipolar cycloaddition of silyl nitronates

  摘要：

  The cycloaddition reactions of in situ generated silyl nitronates 3 to chiral enone 1a or enoate 1b proceed with high stereoselectivity to give enantiomerically pure N-silyloxyisoxazolidines 4, which can easily be transformed into Delta(2)-isoxazolines 5. Based on an X-ray analysis the major diastereomers were assigned as the syn-derivatives, thus differing from diastereofacial selectivity found with nitrile oxides. The base-catalyzed ring-opening reaction of isoxazoline 5a affords the chiral beta-hydroxy nitrile 6, which was cyclized to the sugar-lire tetrahydrofuran 7. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00250-9
• 作为产物：
  描述：

  4(S),5(R)-5-acetyl-4-(4(S)-2,2-dimethyl-[1,3]-dioxolan-4-yl)-4,5-dihydroisoxazole 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以55%的产率得到
  参考文献：
  名称：

  Enantiomerically pure isoxazolines by stereoselective 1,3-dipolar cycloaddition of silyl nitronates

  摘要：

  The cycloaddition reactions of in situ generated silyl nitronates 3 to chiral enone 1a or enoate 1b proceed with high stereoselectivity to give enantiomerically pure N-silyloxyisoxazolidines 4, which can easily be transformed into Delta(2)-isoxazolines 5. Based on an X-ray analysis the major diastereomers were assigned as the syn-derivatives, thus differing from diastereofacial selectivity found with nitrile oxides. The base-catalyzed ring-opening reaction of isoxazoline 5a affords the chiral beta-hydroxy nitrile 6, which was cyclized to the sugar-lire tetrahydrofuran 7. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00250-9