2-phenyltetrahydro-2H-4-pyranyl azide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-phenyltetrahydro-2H-4-pyranyl azide
• 英文别名: 4-azido-2-phenylterahydro-2H-pyran；(2R,4S)-4-azido-2-phenyltetrahydro-2H-pyran；(2R,4S)-4-azido-2-phenyloxane
• 化学式: C₁₁H₁₃N₃O
• 分子量: 203.244
• InChiKey: ORRBTGOHHOUFCN-WDEREUQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-丁烯-1-醇 、 苯甲醛 在 sodium azide 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以89%的产率得到2-phenyltetrahydro-2H-4-pyranyl azide
  参考文献：
  名称：

  A diastereoselective synthesis of 4-azidotetrahydropyrans via the Prins-cyclization

  摘要：

  A three component coupling of aldehydes, homoallylic alcohols and sodium azide is achieved in the presence of trifluoroacetic acid in dichloromethane to produce 4-azidotetrahydropyran derivatives in high yields with all cis-selectivity. The use of trifluoroacetic acid makes this procedure simple and cost-effective. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.195

文献信息

• A diastereoselective synthesis of 4-azidotetrahydropyrans via the Prins-cyclization
  作者：J.S. Yadav、B.V. Subba Reddy、Tapas Maity、G.G.K.S. Narayana Kumar

  DOI：10.1016/j.tetlet.2007.07.195

  日期：2007.10

  A three component coupling of aldehydes, homoallylic alcohols and sodium azide is achieved in the presence of trifluoroacetic acid in dichloromethane to produce 4-azidotetrahydropyran derivatives in high yields with all cis-selectivity. The use of trifluoroacetic acid makes this procedure simple and cost-effective. (c) 2007 Elsevier Ltd. All rights reserved.