2,4-di-tert-butyl-6-methylpyridin-N-oxide | 253264-45-8

• 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: 2,4-di-tert-butyl-6-methylpyridin-N-oxide
• 英文别名: 2,4-di-tert-butyl-6-methylpyridine N-oxide；2,4-Ditert-butyl-6-methyl-1-oxidopyridin-1-ium；2,4-ditert-butyl-6-methyl-1-oxidopyridin-1-ium
• CAS: 253264-45-8
• 化学式: C₁₄H₂₃NO
• 分子量: 221.343
• InChiKey: NMMMIYWCMDOBMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 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：
  25.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4-di-tert-butyl-6-methylpyridin-N-oxide 在 吡啶 、 selenium(IV) oxide 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 2-formyl-4,6-di-tert-butylpyridine
  参考文献：
  名称：

  Enantioselective copper-catalyzed 1,4-addition of dialkylzincs to enones using a novel N,N,P–Cu(II) complex

  摘要：

  Enantioselective copper-catalyzed 1,4-additions of dialkylzincs to enones were carried out in the presence of 1 mol % of Cu(OTf)(2) and 2.5 mol % of an N,N,P-ligand possessing a tert-butyl group at the adjacent position of the nitrogen of pyridine to afford the corresponding 1,4-adducts in up to 98% ee. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.06.010
• 作为产物：
  描述：

  (E)-2,2,5,6,6-pentamethylhept-4-en-3-one 在 ic acid 、 三氟化硼乙醚 、 盐酸羟胺 、 sodium acetate 作用下， 反应 1.55h， 生成 2,4-di-tert-butyl-6-methylpyridin-N-oxide
  参考文献：
  名称：

  A chiral bis-N-oxide isoelectronic with Jacobsen's salen ligand

  摘要：

  A chiral bis-N-oxide as a tetradentate ligand for various transition metals is introduced. A Cu(II)-complex is fully characterized including its X-ray structure and the corresponding Cu(I)-complex proved to be an active catalyst for asymmetric cyclopropanation. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00347-x

文献信息

• (Amidomethyl)pyridine zirconium and hafnium complexes: Synthesis and structural characterization
  作者：Katrin Nienkemper、Gerald Kehr、Seda Kehr、Roland Fröhlich、Gerhard Erker

  DOI：10.1016/j.jorganchem.2007.12.004

  日期：2008.4

  tetrakis(dimethylamido)zirconium or -hafnium gave the corresponding (chelate ligand)MX3 systems in a variety of cases. Some of these gave very active ethene polymerization catalysts upon activation with methylalumoxane. Six of the neutral aminoalkylpyridines were characterized by X-ray diffraction, as were eight of the zirconium or hafnium complexes and two aluminum chelate complex systems.

  将一系列的2-甲酰基和2-乙酰基吡啶与2，6-二异丙基苯胺缩合，得到相应的亚胺。他们与硼氢化钠的反应得到各自的N-芳基氨基甲基吡啶。用三甲基铝处理N-芳基甲亚氨基-或-乙酰胺基吡啶，然后水解，得到一系列各自取代的N-芳基氨基乙基吡啶衍生物。它们与四苄基锆或四（二甲基氨基）锆或-的反应生成了相应的（螯合物）MX 3系统在各种情况下。这些中的一些在用甲基铝氧烷活化后得到了非常活泼的乙烯聚合催化剂。X射线衍射表征了六个中性氨基烷基吡啶，八种锆或ha配合物和两个铝螯合配合物系统也是如此。
• Enantioselective copper-catalyzed 1,4-addition of dialkylzincs to enones using a novel N,N,P–Cu(II) complex
  作者：Yasuhiro Ebisu、Kenjiro Kawamura、Masahiko Hayashi

  DOI：10.1016/j.tetasy.2012.06.010

  日期：2012.7

  Enantioselective copper-catalyzed 1,4-additions of dialkylzincs to enones were carried out in the presence of 1 mol % of Cu(OTf)(2) and 2.5 mol % of an N,N,P-ligand possessing a tert-butyl group at the adjacent position of the nitrogen of pyridine to afford the corresponding 1,4-adducts in up to 98% ee. (C) 2012 Elsevier Ltd. All rights reserved.
• A chiral bis-N-oxide isoelectronic with Jacobsen's salen ligand
  作者：Gerald Dyker、Bettina Hölzer、Gerald Henkel

  DOI：10.1016/s0957-4166(99)00347-x

  日期：1999.8

  A chiral bis-N-oxide as a tetradentate ligand for various transition metals is introduced. A Cu(II)-complex is fully characterized including its X-ray structure and the corresponding Cu(I)-complex proved to be an active catalyst for asymmetric cyclopropanation. (C) 1999 Elsevier Science Ltd. All rights reserved.