1-((3S,5S)-5-Azidomethyl-pyrrolidin-3-yl)-4-phenyl-1H-[1,2,3]triazole | 918313-44-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-((3S,5S)-5-Azidomethyl-pyrrolidin-3-yl)-4-phenyl-1H-[1,2,3]triazole
• 英文别名: 1-[(3S,5S)-5-(azidomethyl)pyrrolidin-3-yl]-4-phenyltriazole
• CAS: 918313-44-7
• 化学式: C₁₃H₁₅N₇
• 分子量: 269.309
• InChiKey: YSWCCYHNAPHTHH-RYUDHWBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  57.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2S,4S)-2-Azidomethyl-4-(4-phenyl-[1,2,3]triazol-1-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester 在 盐酸 、 碳酸氢钠 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-((3S,5S)-5-Azidomethyl-pyrrolidin-3-yl)-4-phenyl-1H-[1,2,3]triazole
  参考文献：
  名称：

  Evolution of Pyrrolidine-Type Asymmetric Organocatalysts by “Click” Chemistry

  摘要：

  [GRAPHICS]Click chemistry has been employed to construct a library of the pyrrolidine-type asymmetric organocatalysts. The clicked organocatalysts were evaluated in asymmetric Michael addition of ketones to nitroolefins, showing good catalytic activity and stereoselectivity (up to 100% yield, syn:anti=99:1, 96% ee).

  DOI：

  10.1021/jo061657r

文献信息

• Evolution of Pyrrolidine-Type Asymmetric Organocatalysts by “Click” Chemistry
  作者：Sanzhong Luo、Hui Xu、Xueling Mi、Jiuyuan Li、Xiaoxi Zheng、Jin-Pei Cheng

  DOI：10.1021/jo061657r

  日期：2006.11.1

  [GRAPHICS]Click chemistry has been employed to construct a library of the pyrrolidine-type asymmetric organocatalysts. The clicked organocatalysts were evaluated in asymmetric Michael addition of ketones to nitroolefins, showing good catalytic activity and stereoselectivity (up to 100% yield, syn:anti=99:1, 96% ee).