(2S)-1-[(S)-(4-methylphenyl)sulfinyl]-2-phenylaziridine | 161691-32-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (2S)-1-[(S)-(4-methylphenyl)sulfinyl]-2-phenylaziridine
• CAS: 161691-32-3
• 化学式: C₁₅H₁₅NOS
• 分子量: 257.356
• InChiKey: ATMWOIYFGGBQHH-AGPBCMBSSA-N

物化性质

• 沸点：
  427.6±55.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  39.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S)-1-[(S)-(4-methylphenyl)sulfinyl]-2-phenylaziridine 在 间氯过氧苯甲酸 作用下， 以96%的产率得到(S)-N-(p-tolylsulfonyl)-2-phenylaziridine
  参考文献：
  名称：

  Addition of dimethyloxosulfonium methylide to enantiomerically pure sulfinimines: Asymmetric synthesis of 2-substituted aziridines

  摘要：

  Diastereoselective addition of dimethyloxosulfonium methylide to chiral nonracemic pure sulfinimines 1 affords N-sulfinyl aziridines 3 in 58-70% de which are readily separated. The N-sulfinyl auxiliary in 3 was removed, without ring-opening, by treatment with MeLi.

  DOI：

  10.1016/0957-4166(95)00185-r
• 作为产物：
  描述：

  三甲基碘化亚砜 、 (S,E)-N-benzylidene-4-methylbenzenesulfinamide 在 sodium hexamethyldisilazane 作用下， 生成 (2S)-1-[(S)-(4-methylphenyl)sulfinyl]-2-phenylaziridine 、 (2R)-1-[(S)-(4-methylphenyl)sulfinyl]-2-phenylaziridine
  参考文献：
  名称：

  Addition of dimethyloxosulfonium methylide to enantiomerically pure sulfinimines: Asymmetric synthesis of 2-substituted aziridines

  摘要：

  Diastereoselective addition of dimethyloxosulfonium methylide to chiral nonracemic pure sulfinimines 1 affords N-sulfinyl aziridines 3 in 58-70% de which are readily separated. The N-sulfinyl auxiliary in 3 was removed, without ring-opening, by treatment with MeLi.

  DOI：

  10.1016/0957-4166(95)00185-r

文献信息

• Addition of dimethyloxosulfonium methylide to enantiomerically pure sulfinimines: Asymmetric synthesis of 2-substituted aziridines
  作者：Franklin A. Davis、Ping Zhou、Chang-Hising Liang、Rajarathnan E. Reddy

  DOI：10.1016/0957-4166(95)00185-r

  日期：1995.7

  Diastereoselective addition of dimethyloxosulfonium methylide to chiral nonracemic pure sulfinimines 1 affords N-sulfinyl aziridines 3 in 58-70% de which are readily separated. The N-sulfinyl auxiliary in 3 was removed, without ring-opening, by treatment with MeLi.