(S)-3-Naphthalen-2-yl-2-trimethylsilanyl-thiopropionic acid S-phenyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-3-Naphthalen-2-yl-2-trimethylsilanyl-thiopropionic acid S-phenyl ester
• 英文别名: S-phenyl (2S)-3-naphthalen-2-yl-2-trimethylsilylpropanethioate
• 化学式: C₂₂H₂₄OSSi
• 分子量: 364.583
• InChiKey: BEZYXSGXSVQGEA-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.41
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(naphthalen-2-yl)-2-(trimethylsilyl)propanoic acid 在 benzoylquinidine 草酰氯 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 (S)-3-Naphthalen-2-yl-2-trimethylsilanyl-thiopropionic acid S-phenyl ester
  参考文献：
  名称：

  The highly enantioselective transformation of silylketenes into α-silylthioesters catalysed by cinchona alkaloids

  摘要：

  The reaction of silylketenes with thiophenol, mediated by cinchona alkaloid catalysts, proceeds to give alpha -silylthioester products in good chemical yield and with enantiomeric excess values in the range 79-93%. The absolute configuration of one of the thioester products was determined by X-ray diffraction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00304-5

文献信息

• The highly enantioselective transformation of silylketenes into α-silylthioesters catalysed by cinchona alkaloids
  作者：Alexander J Blake、Christopher L Friend、Robert J Outram、Nigel S Simpkins、Andrew J Whitehead

  DOI：10.1016/s0040-4039(01)00304-5

  日期：2001.4

  The reaction of silylketenes with thiophenol, mediated by cinchona alkaloid catalysts, proceeds to give alpha -silylthioester products in good chemical yield and with enantiomeric excess values in the range 79-93%. The absolute configuration of one of the thioester products was determined by X-ray diffraction. (C) 2001 Elsevier Science Ltd. All rights reserved.