(S)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl 4-methylbenzenesulfonate | 1374764-31-4

• 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: (S)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl 4-methylbenzenesulfonate
• CAS: 1374764-31-4
• 化学式: C₁₂H₁₇NO₅S
• 分子量: 287.337
• InChiKey: IXIIPBINAMRRPJ-JTQLQIEISA-N

物化性质

• 沸点：
  391.5±44.0 °C(predicted)
• 密度：
  1.243±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl 4-methylbenzenesulfonate 、 苯基溴化镁 以 四氢呋喃 为溶剂， 以68%的产率得到(2S)-2-[(4-methylbenzenesulfonyl)oxy]-1-phenylpropan-1-one
  参考文献：
  名称：

  Enantioselective α-tosyloxylation of ketones catalyzed by spirobiindane scaffold-based chiral iodoarenes

  摘要：

  Enantiomerically pure iodoarene (S)-2 and its derivatives (S)-3 to (S)-18 with a spirobiindane scaffold have been synthesized. The evaluation of these new chiral iodoarenes as catalysts in the enantioselective alpha-tosyloxylation of ketones was performed using m-CPBA as a stoichiometric oxidant, and the synthetically useful alpha-tosyloxylated ketones were obtained in up to 58% enantiomeric excess (ee). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.12.003
• 作为产物：
  描述：

  对甲苯磺酰氯 在 吡啶 、 氯化亚砜 作用下， 以 乙醇 、 氯仿 、 水 为溶剂， 生成 (S)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Enantioselective α-tosyloxylation of ketones catalyzed by spirobiindane scaffold-based chiral iodoarenes

  摘要：

  Enantiomerically pure iodoarene (S)-2 and its derivatives (S)-3 to (S)-18 with a spirobiindane scaffold have been synthesized. The evaluation of these new chiral iodoarenes as catalysts in the enantioselective alpha-tosyloxylation of ketones was performed using m-CPBA as a stoichiometric oxidant, and the synthetically useful alpha-tosyloxylated ketones were obtained in up to 58% enantiomeric excess (ee). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.12.003