2-(2S)-2-哌啶基-吡啶 | 46041-69-4

• 物质功能分类: 医药中间体
• 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
• 中文名称: 2-(2S)-2-哌啶基-吡啶
• 英文名称: (S)-2-(2'-piperidinyl)pyridine
• 英文别名: (S)-2-(Piperidin-2-yl)pyridine；2-[(2S)-piperidin-2-yl]pyridine
• CAS: 46041-69-4
• 化学式: C₁₀H₁₄N₂
• mdl: MFCD02663547
• 分子量: 162.235
• InChiKey: KXRQQPIHUMSJSS-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  2-(2S)-2-哌啶基-吡啶 、 Boc-L-羟脯氨酸 在 双(2-氧代-3-恶唑烷基)次磷酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.5h， 生成 tert-butyl (2S,4R)-4-hydroxy-2-((S)-2-(pyridin-2-yl)piperidine-1-carbonyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Asymmetric Michael addition of aldehydes to nitroolefins catalyzed by l-prolinamide derivatives using phenols as co-catalysts

  摘要：

  The asymmetric Michael addition of aldehydes to nitroolefins was investigated using L-prolinamide derivatives of 2-(2'-piperidinyl)pyridine as catalyst and a variety of phenols as co-catalyst. Extensive screening toward the effect of prolinamides, phenols, and solvents on this transformation revealed that a combination of (S)-2-(2'-piperidinyl)pyridine-derived trans-4-hydroxy-L-prolinamide 2c, (S)-1,1'-bi-2-naphthol, and dichloromethane was a promising system. This system was shown to be amenable to a rich variety of aldehydes and nitroolefins and afforded the nitroaldehyde products with excellent yield, enantiomeric excess (up to 99%) and diastereoselectivity ratio (up to 99/1), even in the case of 1 mol % catalyst loading and 1.5 equiv of aldehydes. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.07.022
• 作为产物：
  描述：

  (S)-2-(1-benzyl-2-piperidinyl)pyridine 在 palladium hydroxide - carbon 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、405.33 kPa 条件下， 生成 2-(2S)-2-哌啶基-吡啶
  参考文献：
  名称：

  Chiral ligand 2-(2′-piperidinyl)pyridine: synthesis, resolution and application in asymmetric diethylzinc addition to aldehydes

  摘要：

  Chiral ligand 2-(2'-piperidinyl)pyridine 1 has been synthesized in good overall yield by sequential benzylation, hydrogenation and debenzylation of 2,2'-bipyridine. Its enantiomerically pure enantiomers have been obtained by resolution of 2-(1-benzyl-2-piperidinyl)pyridine 2 with D-tartaric acid (or L-tartaric acid) followed by debenzylation. The absolute configuration was determined by X-ray analysis of the (S)-2 D-tartrate. It was demonstrated that I can be used as an effective enantioselective catalyst in the addition of diethylzinc to aldehydes. Optically active secondary alcohols with up to 100% enantiomeric excess were obtained in high yields. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.06.005

文献信息

• Thiazoles as inhibitors of 11B-hydroxysteroid dehydrogenase
  申请人：Gillespie Paul

  公开号：US20070167622A1

  公开（公告）日：2007-07-19

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of diseases such as, for example, type II diabetes mellitus and metabolic syndrome.

  提供的化合物为公式(I)： 以及其中可接受的药用盐，其中取代基如说明书所述。这些化合物以及包含它们的药物组合物可用于治疗诸如2型糖尿病和代谢综合征等疾病。
• 一种新型手性含吡啶多齿氮配体、钯配合物及其制备方法和应用
  申请人：中山大学新华学院

  公开号：CN113278009A

  公开（公告）日：2021-08-20

  本发明提供了一种新型手性含吡啶多齿氮配体、钯配合物及其制备方法和应用。本发明涉及一种新型手性含吡啶多齿氮配体，并将其成功制备成钯配合物，应用在不对称烯丙位取代反应中，极大地提高了反应的效率和收率，使反应时间最低可达到2小时、收率高达98％，且能使反应产物达到较佳的对映体选择性，ee值高达57％，为碳碳键构建的新型高效金属配合物催化体系提供了一种新的选择。
• US7645773B2
  申请人：——

  公开号：US7645773B2

  公开（公告）日：2010-01-12