(S)-N-methyl-1-(pyridin-2-yl)-N-(pyrrolidin-2-ylmethyl)methanamine | 1393378-04-5

• 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: (S)-N-methyl-1-(pyridin-2-yl)-N-(pyrrolidin-2-ylmethyl)methanamine
• 英文别名: (S)-N-methyl(pyridin-2-yl)-N-(pyrrolidin-2-ylmethyl)methanamine；N-methyl-N-(pyridin-2-ylmethyl)-1-[(2S)-pyrrolidin-2-yl]methanamine
• CAS: 1393378-04-5
• 化学式: C₁₂H₁₉N₃
• 分子量: 205.303
• InChiKey: OAZUWLNDPZXMKB-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  28.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-N-methyl-1-(pyridin-2-yl)-N-(pyrrolidin-2-ylmethyl)methanamine 、 2-(氯甲基)-6-甲基吡啶盐酸盐 在 四丁基溴化铵 、 sodium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 (S)-N-methyl-1-(1-((6-methylpyridin-2-yl)methyl)pyrrolidin-2-yl)-N-(pyridin-2-ylmethyl)methanamine
  参考文献：
  名称：

  Non-heme manganese complexes of C1-symmetric N4 ligands: Synthesis, characterization and asymmetric epoxidations of α,β-enones

  摘要：

  A series of proline-derived C-1-symmetric chiral tetradentate N ligands and their manganese complexes have been synthesized and characterized. Their applications in enantioselective epoxidations of alpha,beta-enones were explored reaching good yields and up to 71% ee at room temperature. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.03.034
• 作为产物：
  描述：

  (S)-2-((pyridin-2-ylmethylamino)methyl)-1-N-Cbz-pyrrolidine 在 甲酸 、 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 50.0 ℃ 、1.01 MPa 条件下， 反应 60.0h， 生成 (S)-N-methyl-1-(pyridin-2-yl)-N-(pyrrolidin-2-ylmethyl)methanamine
  参考文献：
  名称：

  Non-heme manganese complexes of C1-symmetric N4 ligands: Synthesis, characterization and asymmetric epoxidations of α,β-enones

  摘要：

  A series of proline-derived C-1-symmetric chiral tetradentate N ligands and their manganese complexes have been synthesized and characterized. Their applications in enantioselective epoxidations of alpha,beta-enones were explored reaching good yields and up to 71% ee at room temperature. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.03.034

文献信息

• Trading Symmetry for Stereoinduction in Tetradentate, non‐<i>C</i>₂‐Symmetric Fe(II)‐Complexes for Asymmetric Catalysis
  作者：Philipp S. Steinlandt、Marcel Hemming、Xiulan Xie、Sergei I. Ivlev、Eric Meggers

  DOI：10.1002/chem.202300267

  日期：2023.6.7

  A series of C1-symmetric bench-stable stereogenic-at-iron complexes comprising a linear, tetradentate ligand scaffold are introduced. The possibility of lowering the overall symmetry is scrutinized for an enantioselective ring-contraction of isoxazoles to furnish chiral 2H-azirines under open-flask conditions with the products serving as useful building blocks to access α-disubstituted α-amino acid

  介绍了一系列包含线性四齿配体支架的 C 1对称稳定型铁立体异构复合物。降低整体对称性的可能性被仔细检查异恶唑的对映选择性缩环以在开放烧瓶条件下提供手性 2 H-氮杂环丙烷，产物用作获得 α-二取代的 α-氨基酸衍生物的有用构建单元。
• Non-heme manganese complexes of C1-symmetric N4 ligands: Synthesis, characterization and asymmetric epoxidations of α,β-enones
  作者：Bin Wang、Cheng-Xia Miao、Shou-Feng Wang、Fritz E. Kühn、Chun-Gu Xia、Wei Sun

  DOI：10.1016/j.jorganchem.2012.03.034

  日期：2012.9

  A series of proline-derived C-1-symmetric chiral tetradentate N ligands and their manganese complexes have been synthesized and characterized. Their applications in enantioselective epoxidations of alpha,beta-enones were explored reaching good yields and up to 71% ee at room temperature. (C) 2012 Elsevier B. V. All rights reserved.