(2S)-1-bromo-2-isocyanato-3-methylbutane | 1006588-55-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2S)-1-bromo-2-isocyanato-3-methylbutane
• CAS: 1006588-55-1
• 化学式: C₆H₁₀BrNO
• 分子量: 192.055
• InChiKey: XWROZOWBJARFLF-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S)-1-bromo-2-isocyanato-3-methylbutane 、 α-苯乙胺 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 (4S)-2-(1-phenylethylamino)-4-isopropyl-2-oxazoline hydrobromide
  参考文献：
  名称：

  Thermal Rearrangement of 2-Bromooxazolines to 2-Bromoisocyanates

  摘要：

  A unprecedented thermally induced rearrangement of 2-bromo-4-substituted oxazolines into 2-bromoisocyanates with high selectivity has been observed. Isolated yields of 85-90% were obtained with 2-bromo-4-phenyloxazoline, 2-bromo-4-isopropyloxazoline, or 2-bromo-4,4dimethyloxazoline. In addition, chiral aziridinecarboxamdes or 2-aminooxazolines could be selectively obtained from the corresponding 2-bromo isocyanate depending on reaction conditions.

  DOI：

  10.1021/ol7027509
• 作为产物：
  描述：

  (4S)-2-bromo-4-isopropyl-4,5-dihydrooxazole 以 四氢呋喃 为溶剂， 反应 48.0h， 以87%的产率得到(2S)-1-bromo-2-isocyanato-3-methylbutane
  参考文献：
  名称：

  Thermal Rearrangement of 2-Bromooxazolines to 2-Bromoisocyanates

  摘要：

  A unprecedented thermally induced rearrangement of 2-bromo-4-substituted oxazolines into 2-bromoisocyanates with high selectivity has been observed. Isolated yields of 85-90% were obtained with 2-bromo-4-phenyloxazoline, 2-bromo-4-isopropyloxazoline, or 2-bromo-4,4dimethyloxazoline. In addition, chiral aziridinecarboxamdes or 2-aminooxazolines could be selectively obtained from the corresponding 2-bromo isocyanate depending on reaction conditions.

  DOI：

  10.1021/ol7027509

文献信息

• Thermal Rearrangement of 2-Bromooxazolines to 2-Bromoisocyanates
  作者：Carole Foltz、Stéphane Bellemin-Laponnaz、Markus Enders、Hubert Wadepohl、Lutz H. Gade

  DOI：10.1021/ol7027509

  日期：2008.1.1

  A unprecedented thermally induced rearrangement of 2-bromo-4-substituted oxazolines into 2-bromoisocyanates with high selectivity has been observed. Isolated yields of 85-90% were obtained with 2-bromo-4-phenyloxazoline, 2-bromo-4-isopropyloxazoline, or 2-bromo-4,4dimethyloxazoline. In addition, chiral aziridinecarboxamdes or 2-aminooxazolines could be selectively obtained from the corresponding 2-bromo isocyanate depending on reaction conditions.