ethyl (2R,3S)-3-benzoyl-1-(4-methoxyphenyl)aziridine-2-carboxylate | 1153714-75-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl (2R,3S)-3-benzoyl-1-(4-methoxyphenyl)aziridine-2-carboxylate
• CAS: 1153714-75-0
• 化学式: C₁₉H₁₉NO₄
• 分子量: 325.364
• InChiKey: DQPQGPGYGFNNCP-QJNHQHDKSA-N

物化性质

• 熔点：
  90.0-91.0 °C
• 沸点：
  485.5±45.0 °C(predicted)
• 密度：
  1.234±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  55.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (2R,3S)-3-benzoyl-1-(4-methoxyphenyl)aziridine-2-carboxylate 在 ammonium cerium (IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.25h， 以93%的产率得到ethyl (2R,3S)-3-benzoylaziridine-2-carboxylate
  参考文献：
  名称：

  Enantioselective Aza-Darzens Reaction Catalyzed by A Chiral Phosphoric Acid

  摘要：

  Aza-Darzens reaction of ethyl diazoacetate with aldimines, derived from phenyl glyoxal, furnished cis-aziridine carboxylates with excellent enantioselectivities by means of a chiral phosphoric acid.

  DOI：

  10.1021/ol900674t
• 作为产物：
  描述：

  重氮乙酸乙酯 、 3,4-二羟基苯乙酮 、 甲氧苯胺 在 (R)-3,3'-bis(tris(4-tert-butylphenyl)silyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以95%的产率得到ethyl (2R,3S)-3-benzoyl-1-(4-methoxyphenyl)aziridine-2-carboxylate
  参考文献：
  名称：

  Enantioselective Aza-Darzens Reaction Catalyzed by A Chiral Phosphoric Acid

  摘要：

  Aza-Darzens reaction of ethyl diazoacetate with aldimines, derived from phenyl glyoxal, furnished cis-aziridine carboxylates with excellent enantioselectivities by means of a chiral phosphoric acid.

  DOI：

  10.1021/ol900674t

文献信息

• METHOD AND CATALYST FOR SYNTHESISING AZIRIDINE
  申请人：University of East Anglia

  公开号：US20150166478A1

  公开（公告）日：2015-06-18

  The present invention relates to methods of synthesising aziridines including isotopically labelled aziridines, said methods comprising contacting an imine or one or more precursors thereof with a diazo compound in the presence of a phosphoramide or a phosphoramide-derived catalyst. The present invention also relates to aziridines, modified aziridines and aziridine-derived compounds preparable by the aforementioned methods, and to phosphoramide or phosphoramide-derived catalysts suitable for use in such methods.

  本发明涉及合成环氧乙烷的方法，包括同位素标记的环氧乙烷，所述方法包括将亚胺或其一个或多个前体与重氮化合物在磷酰胺或磷酰胺衍生的催化剂存在下接触。本发明还涉及通过上述方法制备的环氧乙烷、改性环氧乙烷和环氧乙烷衍生化合物，以及适用于这种方法的磷酰胺或磷酰胺衍生的催化剂。
• Method and catalyst for synthesising aziridine
  申请人：University of East Anglia

  公开号：US10259784B2

  公开（公告）日：2019-04-16

  The present invention relates to methods of synthesizing aziridines including isotopically labelled aziridines, said methods comprising contacting an imine or one or more precursors thereof with a diazo compound in the presence of a phosphoramide or a phosphoramide-derived catalyst. The present invention also relates to aziridines, modified aziridines and aziridine-derived compounds preparable by the aforementioned methods, and to phosphoramide or phosphoramide-derived catalysts suitable for use in such methods.

  本发明涉及合成包括同位素标记的氮丙啶在内的氮丙啶的方法，所述方法包括在磷 酰胺或磷酰胺衍生催化剂存在下，将亚胺或其一种或多种前体与重氮化合物接触。本发明还涉及可通过上述方法制备的氮丙啶、改性氮丙啶和氮丙啶衍生化合物，以及适用于此类方法的磷酰胺或磷酰胺衍生催化剂。
• US9732034B2
  申请人：——

  公开号：US9732034B2

  公开（公告）日：2017-08-15
• Enantioselective Aza-Darzens Reaction Catalyzed by A Chiral Phosphoric Acid
  作者：Takahiko Akiyama、Tohru Suzuki、Keiji Mori

  DOI：10.1021/ol900674t

  日期：2009.6.4

  Aza-Darzens reaction of ethyl diazoacetate with aldimines, derived from phenyl glyoxal, furnished cis-aziridine carboxylates with excellent enantioselectivities by means of a chiral phosphoric acid.