1H-茚-1-酮,2,3-二氢-3-(4-羟基苯基)-3-4-(2,3,5-三-O-苯甲酰-β.-D-呋喃核糖基)氧代苯基- | 196520-82-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 1H-茚-1-酮,2,3-二氢-3-(4-羟基苯基)-3-4-(2,3,5-三-O-苯甲酰-β.-D-呋喃核糖基)氧代苯基-
• 中文别名: (2S)-2-异丙基-1-(甲基磺酰基)氮丙啶
• 英文名称: (S)-N-mesyl-2-isopropylaziridine
• 英文别名: (2S)-1-(Methanesulfonyl)-2-(propan-2-yl)aziridine；(2S)-1-methylsulfonyl-2-propan-2-ylaziridine
• CAS: 196520-82-8
• 化学式: C₆H₁₃NO₂S
• 分子量: 163.241
• InChiKey: OOLUMFFNUXZWQO-ULUSZKPHSA-N

物化性质

• 沸点：
  231.1±23.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1H-茚-1-酮,2,3-二氢-3-(4-羟基苯基)-3-4-(2,3,5-三-O-苯甲酰-β.-D-呋喃核糖基)氧代苯基- 在 甲醇 、 氨 作用下， 反应 120.0h， 以80%的产率得到(S,S,S)-tris(N-mesyl-2-amino-3-methylbutyl)amine
  参考文献：
  名称：

  C3-symmetric tripodal tetra-amines—preparation from chiral amino alcohols via aziridines

  摘要：

  Enantiopure N-sulfonylaziridines, conveniently obtained from readily available enantiopure amino alcohols, undergo smooth ring opening reactions using ammonia as a nucleophile to yield tripodal tetradentate C-3-symmetric amines. N-alkylation and subsequent removal of the sulfonyl groups provide access to alkyl-substituted analogs. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00302-9
• 作为产物：
  描述：

  [(2S)-2-(methanesulfonamido)-3-methylbutyl] methanesulfonate 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 生成 1H-茚-1-酮,2,3-二氢-3-(4-羟基苯基)-3-4-(2,3,5-三-O-苯甲酰-β.-D-呋喃核糖基)氧代苯基-
  参考文献：
  名称：

  C3-symmetric tripodal tetra-amines—preparation from chiral amino alcohols via aziridines

  摘要：

  Enantiopure N-sulfonylaziridines, conveniently obtained from readily available enantiopure amino alcohols, undergo smooth ring opening reactions using ammonia as a nucleophile to yield tripodal tetradentate C-3-symmetric amines. N-alkylation and subsequent removal of the sulfonyl groups provide access to alkyl-substituted analogs. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00302-9

文献信息

• Highly Practical and Enantioselective Cu-Catalyzed Conjugate Addition of Alkylzinc Reagents to Cyclic Enones at Ambient Temperature
  作者：Isaac J. Krauss、James L. Leighton

  DOI：10.1021/ol034983r

  日期：2003.9.1

  [GRAPHICS]A new ligand for Cu-catalyzed enantioselective additions of dialkylzincs to cyclic enones has been developed. In addition to providing good to excellent enantioselectivities with a range of cyclic enones and dialkylzincs, the ligand has several notworthy features: it can be readily prepared in just two steps, is an air-stable crystalline solid, and provides optimal performance at ambient temperature.
• C3-symmetric tripodal tetra-amines—preparation from chiral amino alcohols via aziridines
  作者：Magnus Cernerud、Hans Adolfsson、Christina Moberg

  DOI：10.1016/s0957-4166(97)00302-9

  日期：1997.8

  Enantiopure N-sulfonylaziridines, conveniently obtained from readily available enantiopure amino alcohols, undergo smooth ring opening reactions using ammonia as a nucleophile to yield tripodal tetradentate C-3-symmetric amines. N-alkylation and subsequent removal of the sulfonyl groups provide access to alkyl-substituted analogs. (C) 1997 Elsevier Science Ltd.