<(trimethylsilyl)thio>pyridine | 112247-55-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: <(trimethylsilyl)thio>pyridine
• 英文别名: 2-(trimethylsilylmercapto)pyridine；[(trimethylsilyl)thio]pyridine；Pyridine, 2-[(trimethylsilyl)thio]-；trimethyl(pyridin-2-ylsulfanyl)silane
• CAS: 112247-55-9
• 化学式: C₈H₁₃NSSi
• 分子量: 183.349
• InChiKey: GYZSMMKWTTYUGP-UHFFFAOYSA-N

物化性质

• 沸点：
  238.1±22.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  <(trimethylsilyl)thio>pyridine 在 三氟化锑 作用下， 以 苯 为溶剂， 反应 1.5h， 生成 2-(fluorodimethylsilylmethylmercapto)pyridine
  参考文献：
  名称：

  Bassindale, Alan R.; Parker, David J.; Taylor, Peter G., Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 5, p. 1059 - 1066

  摘要：

  DOI：
• 作为产物：
  描述：

  2-巯基吡啶 、 N,O-双三甲硅基乙酰胺 以 乙腈 为溶剂， 反应 0.5h， 生成 <(trimethylsilyl)thio>pyridine
  参考文献：
  名称：

  A New Approach to the Synthesis of Benzothiazole, Benzoxazole, and Pyridine Nucleosides as Potential Antitumor Agents

  摘要：

  A modified nitrogen and sulfur glycosylation reaction involving benzothiazole benzoxazole and pyridine nucleoside bases with furanose and pyranose sugars are described. Conformational analysis has been studied by homo- and hetero-nuclear two-dimensional NMR methods (2D DFQ-COSY, HMQC and HMBC). The N and S sites of glycosylation were determined from the H-1, C-13 hetero-nuclear multiple-quantum coherence (HMQC) experiments. All the deprotected nucleosides were tested for their potential antitumor activity.

  DOI：

  10.1081/ncn-120026407

文献信息

• Modelling nucleophilic substitution at silicon using hypervalent silicon compounds based on di and tri halosilanes
  作者：Alan R. Bassindale、Moheswar Borbaruah、Simon J. Glynn、David J. Parker、Peter G. Taylor

  DOI：10.1016/s0022-328x(00)00263-1

  日期：2000.7

  range of N-(amidomethyl)-polyhalosilanes have been measured in solution and the extent of SiO bond formation and pentacoordination determined. The larger the number of electronegative groups attached to the silicon the greater the extent of pentacoordination achievable by the silicon. Thus with trichlorosilanes a ‘tight’ pentacoordinate silicon is observed where the SiO bond is almost fully formed.

  已在溶液中测量了一系列N-（酰胺甲基）-聚卤硅烷的29 Si和13 C-NMR光谱参数，并确定了SiO键形成和五配位的程度。附着在硅上的负电性基团的数目越多，硅可达到的五配位的程度就越大。因此，对于三氯硅烷，观察到“紧密”的五配位硅，其中SiO键几乎完全形成。
• Kennepohl, Dietmar K.; Cavell, Ronald G., Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 49/50, p. 359 - 362
  作者：Kennepohl, Dietmar K.、Cavell, Ronald G.

  DOI：——

  日期：——
• Regioselective synthesis of substituted 1-thiohex-2-enopyranosides
  作者：Lois V. Dunkerton、Nancy K. Adair、Jack M. Euske、Kevin T. Brady、Paul D. Robinson

  DOI：10.1021/jo00239a030

  日期：1988.2
• DUNKERTON, LOIS V.;ADAIR, NANCY K.;EUSKE, JACK M.;BRADY, KEVIN T.;ROBINSO+, J. ORG. CHEM., 53,(1988) N 4, 845-850
  作者：DUNKERTON, LOIS V.、ADAIR, NANCY K.、EUSKE, JACK M.、BRADY, KEVIN T.、ROBINSO+

  DOI：——

  日期：——
• A New Approach to the Synthesis of Benzothiazole, Benzoxazole, and Pyridine Nucleosides as Potential Antitumor Agents
  作者：Ahmed I. Khodair、Najim A. Al-Masoudi、Jean-Pierre Gesson

  DOI：10.1081/ncn-120026407

  日期：2003.11

  A modified nitrogen and sulfur glycosylation reaction involving benzothiazole benzoxazole and pyridine nucleoside bases with furanose and pyranose sugars are described. Conformational analysis has been studied by homo- and hetero-nuclear two-dimensional NMR methods (2D DFQ-COSY, HMQC and HMBC). The N and S sites of glycosylation were determined from the H-1, C-13 hetero-nuclear multiple-quantum coherence (HMQC) experiments. All the deprotected nucleosides were tested for their potential antitumor activity.

表征谱图