2-Trimethylsilylcapronsaeure | 57025-64-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-Trimethylsilylcapronsaeure
• 英文别名: 2-Trimethylsilylhexanoic acid
• CAS: 57025-64-6
• 化学式: C₉H₂₀O₂Si
• 分子量: 188.342
• InChiKey: YQQCMSGNERDIER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Trimethylsilylcapronsaeure 在 草酰氯 、 溴 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-Bromo-2-trimethylsilanyl-hexanoyl chloride
  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
• 作为产物：
  描述：

  (三甲基甲硅烷基）乙酸 、 alkaline earth salt of/the/ methylsulfuric acid 在 lithium diisopropyl amide 作用下， 以72%的产率得到2-Trimethylsilylcapronsaeure
  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

• Trimethylsilylacetic acid dianion: application to organic synthesis
  作者：Paul A. Grieco、Chia-Lin J. Wang、Steven D. Burke

  DOI：10.1039/c39750000537

  日期：——

  Trimethylsilylacetic acid readily forms the dianion (2) providing highly efficient routes to α-trimethylsilylcarboxylic acids, α,β-unsaturated acids, and α-trimethylsilyl-γ-butyrolactones; the latter can then be converted into α-ylidene-γ-butyrolactones, α-bromo-γ-butyrolactones and γ-butyrolactones.

  三甲基甲硅烷基酸容易形成二价阴离子（2），提供了高效的途径来合成α-三甲基甲硅烷基羧酸，α，β-不饱和酸和α-三甲基甲硅烷基-γ-丁内酯；然后可以将后者转化为α-亚烷基-γ-丁内酯，α-溴-γ-丁内酯和γ-丁内酯。
• GRIECO P. A.; WANG C.-L. J.; BURKE S. D., J. CHEM. SOC. CHEM. COMMUNS <CCOM-A8>, 1975, NO 13, 537-538
  作者：GRIECO P. A.、 WANG C.-L. J.、 BURKE S. D.

  DOI：——

  日期：——
• 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.