2-((R)-(2-(((S)-2-methylaziridin-1-yl)methyl)phenyl)sulfinyl)benzyl acetate | 1202556-45-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-((R)-(2-(((S)-2-methylaziridin-1-yl)methyl)phenyl)sulfinyl)benzyl acetate
• CAS: 1202556-45-3
• 化学式: C₁₉H₂₁NO₃S
• 分子量: 343.447
• InChiKey: YEHBQFNZESBYLI-MNZUTZLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  46.38
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-((R)-(2-(((S)-2-methylaziridin-1-yl)methyl)phenyl)sulfinyl)benzyl acetate 在 甲醇 、 sodium 作用下， 反应 0.5h， 以90%的产率得到
  参考文献：
  名称：

  New highly efficient aziridine-functionalized tridentate sulfinyl catalysts for enantioselective diethylzinc addition to carbonyl compounds

  摘要：

  New tridentate enantiomerically pure heteroorganic catalysts, containing hydroxyl, sulfinyl, and aziridine moieties, have proven to be highly efficient in the enantioselective diethylzinc addition to aryl and alkyl aldehydes to give the desired products in very high yields (up to 99%) and with ee's up to 97%. The influence of the stereogenic centers located on the sulfinyl sulfur atom and in the aziridine moiety on the stereochemical Course of the reaction are discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.09.012
• 作为产物：
  描述：

  (S)-2-((2-(((methylsulfonyl)oxy)methyl)phenyl)sulfinyl)benzyl acetate 、 (S)-2-甲基氮丙啶 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 72.0h， 以92%的产率得到2-((R)-(2-(((S)-2-methylaziridin-1-yl)methyl)phenyl)sulfinyl)benzyl acetate
  参考文献：
  名称：

  New highly efficient aziridine-functionalized tridentate sulfinyl catalysts for enantioselective diethylzinc addition to carbonyl compounds

  摘要：

  New tridentate enantiomerically pure heteroorganic catalysts, containing hydroxyl, sulfinyl, and aziridine moieties, have proven to be highly efficient in the enantioselective diethylzinc addition to aryl and alkyl aldehydes to give the desired products in very high yields (up to 99%) and with ee's up to 97%. The influence of the stereogenic centers located on the sulfinyl sulfur atom and in the aziridine moiety on the stereochemical Course of the reaction are discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.09.012