5-chloro-6-phenyl-2H-1,4-oxazin-2-one | 282537-70-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 5-chloro-6-phenyl-2H-1,4-oxazin-2-one
• 英文别名: 5-Chloro-6-phenyl-1,4-oxazin-2-one
• CAS: 282537-70-6
• 化学式: C₁₀H₆ClNO₂
• 分子量: 207.616
• InChiKey: ICRHXGFBYMUKCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-chloro-6-phenyl-2H-1,4-oxazin-2-one 以 氯仿 、 甲苯 为溶剂， 反应 28.0h， 生成 methyl 5α-hydroxy-6-oxo-2β-phenyl-2α-piperidinecarboxylate
  参考文献：
  名称：

  Stereoselective Transformation of 2H-1,4-Oxazin-2-ones into 2,(2),5,5-Tri- and Tetrasubstituted Analogues of cis-5-Hydroxy-2-piperidinemethanol and cis-5-Hydroxy-6-oxo-2-piperidinecarboxylic Acid

  摘要：

  2,(2),5,5-Tri- and tetrasubstituted analogues of 5-hydroxy-2-piperidinemethanol and 5-hydroxy-6-oxo-2-piperidinecarboxylic acid have been prepared via Diels-Alder reaction of 3-substituted 2H-1,4-oxazin-2-ones with ethene followed by functional group transformation of the resulting imidoyl chloride and lactone groups. Some of the 2-piperidinemethanol products are converted further into potential substance P antagonists. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00193-9
• 作为产物：
  描述：

  3,5-二氯-6-苯基-2H-1,4-恶嗪-2-酮 在 四(三苯基膦)钯 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以86%的产率得到5-chloro-6-phenyl-2H-1,4-oxazin-2-one
  参考文献：
  名称：

  Stereoselective Transformation of 2H-1,4-Oxazin-2-ones into 2,(2),5,5-Tri- and Tetrasubstituted Analogues of cis-5-Hydroxy-2-piperidinemethanol and cis-5-Hydroxy-6-oxo-2-piperidinecarboxylic Acid

  摘要：

  2,(2),5,5-Tri- and tetrasubstituted analogues of 5-hydroxy-2-piperidinemethanol and 5-hydroxy-6-oxo-2-piperidinecarboxylic acid have been prepared via Diels-Alder reaction of 3-substituted 2H-1,4-oxazin-2-ones with ethene followed by functional group transformation of the resulting imidoyl chloride and lactone groups. Some of the 2-piperidinemethanol products are converted further into potential substance P antagonists. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00193-9

文献信息

• Stereoselective Transformation of 2H-1,4-Oxazin-2-ones into 2,(2),5,5-Tri- and Tetrasubstituted Analogues of cis-5-Hydroxy-2-piperidinemethanol and cis-5-Hydroxy-6-oxo-2-piperidinecarboxylic Acid
  作者：Xiujuan Wu、Kristof Dubois、Joeri Rogiers、Suzanne Toppet、Frans Compernolle、Georges J Hoornaert

  DOI：10.1016/s0040-4020(00)00193-9

  日期：2000.5

  2,(2),5,5-Tri- and tetrasubstituted analogues of 5-hydroxy-2-piperidinemethanol and 5-hydroxy-6-oxo-2-piperidinecarboxylic acid have been prepared via Diels-Alder reaction of 3-substituted 2H-1,4-oxazin-2-ones with ethene followed by functional group transformation of the resulting imidoyl chloride and lactone groups. Some of the 2-piperidinemethanol products are converted further into potential substance P antagonists. (C) 2000 Elsevier Science Ltd. All rights reserved.