3-carbobenzyloxy-6-(4-methoxypicolinoyl)-3,6-diazabicyclo[3.1.0]hexane | 1414851-50-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-carbobenzyloxy-6-(4-methoxypicolinoyl)-3,6-diazabicyclo[3.1.0]hexane
• CAS: 1414851-50-5
• 化学式: C₁₉H₁₉N₃O₄
• 分子量: 353.378
• InChiKey: SRXVTAAZOKNBAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  71.74
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  亚磷酸二苯酯 、 3-carbobenzyloxy-6-(4-methoxypicolinoyl)-3,6-diazabicyclo[3.1.0]hexane 在 N-(9-deoxy-epi-cinchonidin-9-yl)picolinamide 、 diethylzinc 、 sodium carbonate 作用下， 以 甲苯 、 苯 为溶剂， 反应 42.0h， 以65%的产率得到diphenyl (3S,4S)-1-(benzyloxycarbonyl)-4-(4-methoxypicolinamido)pyrrolidin-3-ylphosphonate
  参考文献：
  名称：

  Cinchona Alkaloid Amides/Dialkylzinc Catalyzed Enantioselective Desymmetrization of Aziridines with Phosphites

  摘要：

  The first highly enantioselective desymmetrization of aziridines with phosphites has been developed. Excellent yields and enantio-selectivities were observed for the reaction with various aziridines using a new class of readily accessible chiral catalysts derived from 9-amino-9-deoxy-epi-cinchonas alkaloids. In studies probing the reaction mechanism, we observed some complexes for the cinchona alkaloid amide-Zn(II) by ESI-MS analysis

  DOI：

  10.1021/ja309963w
• 作为产物：
  描述：

  2-氰基-4-硝基吡啶 在 硫酸 、 sodium 、 N,N'-羰基二咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 9.0h， 生成 3-carbobenzyloxy-6-(4-methoxypicolinoyl)-3,6-diazabicyclo[3.1.0]hexane
  参考文献：
  名称：

  Cinchona Alkaloid Amides/Dialkylzinc Catalyzed Enantioselective Desymmetrization of Aziridines with Phosphites

  摘要：

  The first highly enantioselective desymmetrization of aziridines with phosphites has been developed. Excellent yields and enantio-selectivities were observed for the reaction with various aziridines using a new class of readily accessible chiral catalysts derived from 9-amino-9-deoxy-epi-cinchonas alkaloids. In studies probing the reaction mechanism, we observed some complexes for the cinchona alkaloid amide-Zn(II) by ESI-MS analysis

  DOI：

  10.1021/ja309963w