1-(3-phenyl-1-(1H-tetrazol-5-yl)propyl)piperidine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(3-phenyl-1-(1H-tetrazol-5-yl)propyl)piperidine
• 英文别名: 1-[3-phenyl-1-(2H-tetrazol-5-yl)propyl]piperidine
• 化学式: C₁₅H₂₁N₅
• 分子量: 271.365
• InChiKey: HAWIBGNAKIGYCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  57.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-二氯苯甲酰氯 、 1-(3-phenyl-1-(1H-tetrazol-5-yl)propyl)piperidine 在 吡啶 作用下， 反应 8.0h， 生成 2-(2,6-dichlorophenyl)-5-(3-phenyl-1-(piperidin-1-yl)propyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction

  摘要：

  Easy to perform, functional group tolerant, and short syntheses of the privileged scaffold oxadiazole are highly desired. Here, a metal-free protocol for MCR-based synthesis of 2,5-disubstituted 1,3,4-oxadiazoles via a Ugi-tetrazole/Huisgen sequence was developed. Optimization and scope and limitations of this short and general sequence are described. The reaction was also successfully performed on a gram scale.

  DOI：

  10.1021/acs.orglett.9b02614
• 作为产物：
  描述：

  1-(3-phenyl-1-(1-(2,4,4-trimethylpentan-2-yl)-1H-tetrazol-5-yl)propyl)piperidine 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 生成 1-(3-phenyl-1-(1H-tetrazol-5-yl)propyl)piperidine
  参考文献：
  名称：

  1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction

  摘要：

  Easy to perform, functional group tolerant, and short syntheses of the privileged scaffold oxadiazole are highly desired. Here, a metal-free protocol for MCR-based synthesis of 2,5-disubstituted 1,3,4-oxadiazoles via a Ugi-tetrazole/Huisgen sequence was developed. Optimization and scope and limitations of this short and general sequence are described. The reaction was also successfully performed on a gram scale.

  DOI：

  10.1021/acs.orglett.9b02614

文献信息

• The universal Rink-isonitrile resin: applications in Ugi reactions
  作者：Jack J Chen、Adam Golebiowski、Sean R Klopfenstein、Laura West

  DOI：10.1016/s0040-4039(02)00700-1

  日期：2002.5

  The Rink-isonitrile resin provides a new universal platform for Ugi multi-component reactions. Applications were demonstrated by the traceless synthesis of diketopiperazines, benzodiazepines, and 5-substituted 1H-tetrazoles. (C) 2002 Published by Elsevier Science Ltd.
• 1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction
  作者：Qian Wang、Kumchok C. Mgimpatsang、Markella Konstantinidou、Svitlana V. Shishkina、Alexander Dömling

  DOI：10.1021/acs.orglett.9b02614

  日期：2019.9.20

  Easy to perform, functional group tolerant, and short syntheses of the privileged scaffold oxadiazole are highly desired. Here, a metal-free protocol for MCR-based synthesis of 2,5-disubstituted 1,3,4-oxadiazoles via a Ugi-tetrazole/Huisgen sequence was developed. Optimization and scope and limitations of this short and general sequence are described. The reaction was also successfully performed on a gram scale.