cis-2,6-dimethyl-piperidine; hydrochloride | 32166-02-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: cis-2,6-dimethyl-piperidine; hydrochloride
• 英文别名: cis-2,6-Dimethyl-piperidin; Hydrochlorid；cis-Nanophine hydrochloride；(2S,6R)-2,6-dimethylpiperidine;hydrochloride
• CAS: 32166-02-2
• 化学式: C₇H₁₅N*ClH
• 分子量: 149.664
• InChiKey: PEDXCVQZZVVOGO-UKMDXRBESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  sodium tris(pentafluorophenyl)borate 、 cis-2,6-dimethyl-piperidine; hydrochloride 以 二氯甲烷 为溶剂， 反应 16.0h， 以74%的产率得到(2R,6S)-2,6-dimethylpiperidin-1-ium;tris(2,3,4,5,6-pentafluorophenyl)boranuide
  参考文献：
  名称：

  Metal-Free Hydrogenation of N-Based Heterocycles

  摘要：

  Metal-free hydrogenation of substituted pyridines, quinolines, and several other N-heterocycles is achieved upon treatment of the nitrogen-based Lewis base with an equivalent of the Lewis acid B(C6F5)(3) and H-2 (4 atm) at 115 degrees C, to afford the ammonium-[HB(C6F5)(3)] salts of the reduced N-heterocycles.

  DOI：

  10.1021/om4000727
• 作为产物：
  描述：

  2,6-二甲基哌啶 在 盐酸 作用下， 以 1,4-二氧六环 、 正戊烷 为溶剂， 以98%的产率得到cis-2,6-dimethyl-piperidine; hydrochloride
  参考文献：
  名称：

  Metal-Free Hydrogenation of N-Based Heterocycles

  摘要：

  Metal-free hydrogenation of substituted pyridines, quinolines, and several other N-heterocycles is achieved upon treatment of the nitrogen-based Lewis base with an equivalent of the Lewis acid B(C6F5)(3) and H-2 (4 atm) at 115 degrees C, to afford the ammonium-[HB(C6F5)(3)] salts of the reduced N-heterocycles.

  DOI：

  10.1021/om4000727
• 作为试剂：
  描述：

  4-氯苯丁酮 、 、 (2R,6S)-2,6-dimethylpiperidine 、 碘化钠 在 乙醚 、 cis-2,6-dimethyl-piperidine; hydrochloride 、 水 作用下， 反应 64.0h， 以to give cis-γ-(2,6-dimethylpiperidino)butyrophenone的产率得到4-(2,6-dimethyl-1-piperidinyl)-1-phenyl-1-butanone
  参考文献：
  名称：

  Cis-2,6-dimethyl-.alpha.,.alpha.-diphenyl-1-piperidinebutanol compounds

  摘要：

  cis-2,6-二甲基-.alpha.,.alpha.-二苯基-1-哌啶丁醇；以及酸盐。这些化合物是药理学药剂，特别是抗心律失常剂。这些化合物可以通过将苯基锂或苯基溴化镁与顺式-.gamma.-(2,6-二甲基哌啶基)丁酰苯酮或顺式-2,6-二甲基-1-哌啶丁酸的较低烷基酯反应；通过将.α.-(3-卤代丙基)-.α.-苯基苯甲醇与顺式-2,6-二甲基哌啶反应；或通过将顺式-1-(3-锂丙基)-2,6-二甲基哌啶与苯并苯酮反应而制备。

  公开号：

  US04031101A1

文献信息

• [EN] VINYL FLUORIDE CYCLOPROPYL FUSED THIAZIN-2-AMINE COMPOUNDS AS BETA-SECRETASE INHIBITORS AND METHODS OF USE<br/>[FR] COMPOSÉS THIAZIN-2-AMINE FUSIONNÉE À UN VINYL FLUORURE CYCLOPROPYLE EN TANT QU'INHIBITEURS DE LA BÊTA-SECRÉTASE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：AMGEN INC

  公开号：WO2017024180A1

  公开（公告）日：2017-02-09

  The present invention provides a new class of compounds useful for the modulation of beta-secretase enzyme (BACE) activity. The compounds have a general Formula I: wherein variables A4, A5, A6, A7, and each of Ra, Rb, R1, R2, R3, R8 R9 and R10 of Formula I, independently, are defined herein. The invention also provides pharmaceutical compositions comprising the compounds, and uses of the compounds and compositions for treatment of disorders and/or conditions related to Aβ plaque formation and deposition, resulting from the biological activity of BACE. Such BACE mediated disorders include, for example, Alzheimer's Disease, cognitive deficits, cognitive impairments, schizophrenia and other central nervous system conditions.

  本发明提供了一类新的化合物，用于调节β-分泌酶（BACE）活性。这些化合物具有一般的化学式I：其中变量A4、A5、A6、A7，以及化学式I中的每个Ra、Rb、R1、R2、R3、R8、R9和R10，在本文中分别定义。该发明还提供了包括这些化合物的药物组合物，以及用于治疗与Aβ斑块形成和沉积相关的疾病和/或症状的化合物和组合物的用途。这种由BACE的生物活性引起的BACE介导的疾病包括，例如，阿尔茨海默病、认知缺陷、认知障碍、精神分裂症和其他中枢神经系统疾病。
• Diastereoselective hydrogenation of arenes and pyridines using supported ruthenium nanoparticles under mild conditions
  作者：Florian Bourriquen、Julien Hervochon、Ruiyang Qu、Stephan Bartling、Nils Rockstroh、Kathrin Junge、Cédric Fischmeister、Matthias Beller

  DOI：10.1039/d2cc02928f

  日期：——

  A convenient and practical diastereoselective cis-hydrogenation of multi-substituted pyridines and arenes is reported. Applying a novel heterogeneous ruthenium catalyst, the corresponding piperidines and cyclohexanes are obtained in high yields (typically >80%) with a good functional group tolerance under mild conditions. The robust ruthenium supported catalyst is smoothly prepared and can be reused

  报道了一种方便实用的多取代吡啶和芳烃的非对映选择性顺式氢化。应用新型多相钌催化剂，在温和条件下以高产率（通常>80%）获得相应的哌啶和环己烷，并具有良好的官能团耐受性。坚固的钌负载催化剂制备顺利，可以多次重复使用而不会损失活性。
• Vinyl fluoride cyclopropyl fused thiazin-2-amine compounds as beta-secretase inhibitors and methods of use
  申请人：AMGEN INC.

  公开号：US10246429B2

  公开（公告）日：2019-04-02

  The present invention provides a new class of compounds useful for the modulation of beta-secretase enzyme (BACE) activity. The compounds have a general Formula I: wherein variables A4, A5, A6, A7, and each of Ra, Rb, R1, R2, R3, R8 R9 and R10 of Formula I, independently, are defined herein. The invention also provides pharmaceutical compositions comprising the compounds, and uses of the compounds and compositions for treatment of disorders and/or conditions related to Aβ plaque formation and deposition, resulting from the biological activity of BACE. Such BACE mediated disorders include, for example, Alzheimer's Disease, cognitive deficits, cognitive impairments, schizophrenia and other central nervous system conditions.

  本发明提供了一类可用于调节β-分泌酶（BACE）活性的新型化合物。这些化合物具有通式 I：其中式 I 中的变量 A4、A5、A6、A7 和各变量 Ra、Rb、R1、R2、R3、R8 R9 和 R10 独立地在本文中定义。本发明还提供了包含本发明化合物的药物组合物，以及本发明化合物和组合物用于治疗因 BACE 的生物活性导致的与 Aβ 斑块形成和沉积有关的疾病和/或病症的用途。此类 BACE 介导的疾病包括阿尔茨海默病、认知缺陷、认知障碍、精神分裂症和其他中枢神经系统疾病等。
• Diastereoselective synthesis of 2,5-dimethylpyrrolidines and 2,6-dimethylpiperidines by reductive amination of 2,5-hexanedione and 2,6-heptanedione with hydride reagents
  作者：Carla Boga、Francesco Manescalchi、Diego Savoia

  DOI：10.1016/s0040-4020(01)85010-9

  日期：1994.4

  The reductive amination of 2,5-hexanedione and 2,6-heptanedione with ammonia and primary amines in the presence of hydride reagents afforded 2,5-dimethylpyrrolidines and 2,6-dimethylpiperidines with variable diastereoselectivity, as the cis/trans ratio was affected by the size of the ring formed and the steric and electronic properties of the nitrogen substituent. Increasing the bulkiness of the nitrogen substituent, the cis pyrrolidines and the bans-piperidines were obtained with enhanced selectivity.
• Facile Diastereoselective Reactions of Chiral 1,3-Oxazolidines with Grignard Reagents; Asymmetric Syntheses of 2-Substituted and 2,6-Disubstituted Piperidines
  作者：Kimio Higashiyama、Hadi Poerwono、Takayasu Yamauchi、Hiroshi Takahashi

  DOI：10.3987/com-97-s32

  日期：——