2,6-di-tert-butylpyridinium trifluoromethanesulfonate | 134967-72-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2,6-di-tert-butylpyridinium trifluoromethanesulfonate
• 英文别名: 2,6-di-tert-butylpyridinium triflate；2,6-Ditert-butylpyridine;trifluoromethanesulfonic acid
• CAS: 134967-72-9
• 化学式: CF₃O₃S*C₁₃H₂₂N
• 分子量: 341.395
• InChiKey: VCEFPHKCBPMYJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.15
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,6-di-tert-butylpyridinium trifluoromethanesulfonate 在 sodium hexafluoroantimonate 作用下， 以 甲醇 为溶剂， 以70%的产率得到2,6-di-tert-butylpyridine hydrohexafluoroantimonate
  参考文献：
  名称：

  Synthesis of tripyridiniumylpropenyl anions from tripyridiniumylcyclopropanes and -cyclopropenes

  摘要：

  The syntheses of three stable, isolatable tripyridiniumylpropenyl anions are described. 1,2,3-Tris(4-(N-methylpyridiniumyl))propenyl anion and 1-(benzenesulfonyl)-1,2,3-tris(4-(N-methylpyridiniumyl))propenyl anion were prepared by treating the corresponding cyclopropane with a base. 1,3-Bis(benzenesulfonyl)-1,2,3-tris(4-(N-methylpyridiniumyl))propenyl anion was prepared by nucleophilic attack of benzenesulfinate anion on 3-(benzenesulfonyl)-1,2,3-tris(4-(N-methylpyridiniumyl))cyclopropene. Reduction of this cyclopropene gave either 1-(benzenesulfonyl)-1,2,3-tris(4-(N-methyl)pyridiniumyl))propenyl anion or hexakis(4-(N-methylpyridiniumyl))benzene depending on the solvent used.

  DOI：

  10.1021/jo00032a044
• 作为产物：
  描述：

  2,6-二叔丁基吡啶 、 三氟甲磺酸 以 二氯甲烷 为溶剂， 反应 0.75h， 以90%的产率得到2,6-di-tert-butylpyridinium trifluoromethanesulfonate
  参考文献：
  名称：

  [2+2+2] 甲硅烷氧基炔烃与 1,2-二嗪的环加成反应：从反应发现到抗糖酵解化学型的鉴定

  摘要：

  未发现环加成反应：在温和的反应条件下，标题反应产生了高效且具有优异非对映选择性的新型多环化合物。使用该反应合成的小分子文库产生了一种新的化学型，该化学型通过阻断 CHO-K1 细胞中的葡萄糖摄取来抑制糖酵解 ATP 的产生。DMF= N，N-二甲基甲酰胺，Tf=三氟甲磺酰基，TIPS=三异丙基甲硅烷基。

  DOI：

  10.1002/anie.201305711
• 作为试剂：
  描述：

  在 二甲基硫 、 2,6-di-tert-butylpyridinium trifluoromethanesulfonate 作用下， 以 氘代氯仿 为溶剂， 反应 3.0h， 生成 2,3-二氢-5-甲基呋喃 、 5-羟基-2-戊酮
  参考文献：
  名称：

  金（I）催化炔烃加氢烷氧基化的机理：广泛的实验研究

  摘要：

  使用NMR光谱对金（I）催化的内部炔烃加氢烷氧基化机理进行了广泛的实验研究。这项研究的重点是有机金中间体，原位实际催化中间体的观察以及该反应涉及的反应动力学。根据实验结果，建立了完整的机理图，包括解释了稀有物种的作用的循环和非循环过程。我们已经表明，内部炔烃的金催化加氢烷氧基化反应只需要一个金原子就可以进行催化循环，这证明了有关协同金催化作用的最新假设。

  DOI：

  10.1002/chem.201303795

文献信息

• Adenosine receptor ligands and their use in the treatment of disease
  申请人：——

  公开号：US20010027196A1

  公开（公告）日：2001-10-04

  The invention relates to cyclic heteroaromatic compounds, containing at least one nitrogen atom, and to their use in the manufacture of medicaments for the treatment of diseases, related to adenosine receptor modulators, such as Alzheimer's disease, Parkinson's disease, neuroprotection, schizophrenia, anxiety, pain, respiration deficits, depression, asthma, allergic responses, hypoxia, ischaemia, seizure, substance abuse, sedation and they may be active as muscle relaxants, antipsychotics, anti epileptics, anticonvulsants and cardiaprotective agents.

  这项发明涉及含有至少一个氮原子的环状杂芳化合物，以及它们在制造用于治疗与腺苷受体调节剂相关的疾病的药物中的应用，如阿尔茨海默病、帕金森病、神经保护、精神分裂症、焦虑、疼痛、呼吸功能障碍、抑郁症、哮喘、过敏反应、缺氧、缺血、癫痫、物质滥用、镇静，它们可能作为肌肉松弛剂、抗精神病药、抗癫痫药、抗惊厥药和心脏保护剂而具有活性。
• [2+2+2] Cycloadditions of Siloxy Alkynes with 1,2-Diazines: From Reaction Discovery to Identification of an Antiglycolytic Chemotype
  作者：Timothy J. Montavon、Yunus E. Türkmen、Noumaan A. Shamsi、Christopher Miller、Chintan S. Sumaria、Viresh H. Rawal、Sergey A. Kozmin

  DOI：10.1002/anie.201305711

  日期：2013.12.16

  Cycloaddition uncovered: The title reaction produces novel polycyclic compounds with high efficiency and excellent diastereoselectivity under mild reaction conditions. A small‐molecule library, synthesized using this reaction, yielded a novel chemotype which inhibited glycolytic ATP production by blocking glucose uptake in CHO‐K1 cells. DMF=N,N‐dimethylformamide, Tf=trifluoromethanesulfonyl, TIPS=triisopropylsilyl

  未发现环加成反应：在温和的反应条件下，标题反应产生了高效且具有优异非对映选择性的新型多环化合物。使用该反应合成的小分子文库产生了一种新的化学型，该化学型通过阻断 CHO-K1 细胞中的葡萄糖摄取来抑制糖酵解 ATP 的产生。DMF= N，N-二甲基甲酰胺，Tf=三氟甲磺酰基，TIPS=三异丙基甲硅烷基。
• Silyl ester initiators for ring opening polymerization of cyclosiloxanes
  申请人：DOW CORNING CORPORATION

  公开号：EP0854162A2

  公开（公告）日：1998-07-22

  Method of making polysiloxanes by ring opening polymerization of dimethylcyclosiloxanes such as hexamethylcyclotrisiloxane (D3) and cyclosiloxanes such as 1,3,5-trimethyl-1,3,5-tris (3',3',3'-trifluoropropyl) cyclotrisiloxane (F3) or 1,3,5,7-tetramethyl-1,3,5,7-tetrakis(3',3',3'-trifluoropropyl) cyclotetrasiloxane (F4) in an acid-free system using electrophillic initiators. The reaction mixture is formed under anhydrous conditions and contains (i) the cyclosiloxanes, (ii) a Lewis base such as 2,6-di-tert-butylpyridine which serves as a co-catalyst and an acid scavenger and, optionally, (iii) a salt of a strong acid such as tetrabutylammonium trifluoromethane sulfonate. The anhydrous mixture is contacted with a silyl ester of a strong acid such as triflic acid. The anhydrous reaction mixture is agitated at room temperature until a polysiloxane is formed. Polymerization can be initiated practically immediately after introduction of the cyclosiloxanes, by first adding the Lewis base to the silyl ester and allowing the Lewis base and the silyl ester to interact.

  通过六甲基环三硅氧烷(D3)等二甲基环硅氧烷和1,3,5-三甲基-1,3,5-三(3',3'、1,3,5-三甲基-1,3,5-三（3',3',3'-三氟丙基）环三硅氧烷（F3）或 1,3,5,7-四甲基-1,3,5,7-四（3',3',3'-三氟丙基）环四硅氧烷（F4）。反应混合物是在无水条件下形成的，其中包含：(i) 环硅氧烷；(ii) 一种路易斯碱，如 2,6-二叔丁基吡啶，用作辅助催化剂和酸清除剂；(iii) 一种强酸盐，如三氟甲烷磺酸四丁基铵。无水混合物与强酸（如三氟甲基磺酸）的硅酯接触。无水反应混合物在室温下搅拌，直至形成聚硅氧烷。实际上，在加入环硅氧烷后，可以立即开始聚合，方法是先将路易斯碱加入硅烷酯中，让路易斯碱和硅烷酯相互作用。
• Enantioselective Synthesis of Six-Membered Palladacycles Having Metal-Bound Stereogenic Carbons:  Isolation and Reactivity of Palladacycles Containing Readily Accessible β-Hydrogens
  作者：Brenda J. Burke、Larry E. Overman

  DOI：10.1021/ja045047p

  日期：2004.12.1

  Five enantiopure palladacycles containing palladium bonded to a stereogenic carbon and an N-coordinated oxindole were synthesized by the reaction of alkenyl aryl triflates 2 and 9 with Pd(0) bisphosphine complexes. Two palladacyclic complexes, 3beta and 10alpha, were characterized by single-crystal X-ray crystallography. The reactivity of neutral palladacycles 3beta and 10beta was studied in detail. These unusual palladium alkyls, which have three accessible beta-hydrogens, are thermally stable at temperatures as high as 120 degreesC. At higher temperature, or at room temperature in the presence of weak acids, these complexes epimerize at the stereogenic carbon bonded to palladium. The mechanism of the acid-promoted epimerization was studied in detail. During this epimerization, cationic palladium alkyls 13/14 and 33 and cationic palladium hydride alkene complexes 31 and 32 are in rapid equilibrium.
• ADENOSINE RECEPTOR MODULATORS
  申请人：F.HOFFMANN-LA ROCHE AG

  公开号：EP1261327A2

  公开（公告）日：2002-12-04