cis-N-benzyl-4-tert-butylcyclohexylamine | 67498-84-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: cis-N-benzyl-4-tert-butylcyclohexylamine
• 英文别名: N-benzyl-4-(tert-butyl)cyclohexanamine；cis-4-tert-butylcyclohexylbenzylamine；cis-Benzyl-4-t-butyl-cyclohexylamin
• CAS: 67498-84-4
• 化学式: C₁₇H₂₇N
• 分子量: 245.408
• InChiKey: ZIWMQGCKCMLUFJ-IYBDPMFKSA-N

物化性质

• 沸点：
  337.2±11.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  12.03
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  cis-N-benzyl-4-tert-butylcyclohexylamine 在 palladium on activated charcoal 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 cis-1-Amino-4-tert-butylcyclohexane,cis-4-tert-Butyl-1-cyclohexanamine
  参考文献：
  名称：

  Discovery and Optimization of a Compound Series Active against Trypanosoma cruzi, the Causative Agent of Chagas Disease

  摘要：

  Chagas disease is caused by the protozoan parasite Trypanosoma cruzi. It is endemic in South and Central America and recently has been found in other parts of the world, due to migration of chronically infected patients. The current treatment for Chagas disease is not satisfactory, and there is a need for new treatments. In this work, we describe the optimization of a hit compound resulting from the phenotypic screen of a library of compounds against T. cruzi. The compound series was optimized to the level where it had satisfactory pharmacokinetics to allow an efficacy study in a mouse model of Chagas disease. We were able to demonstrate efficacy in this model, although further work is required to improve the potency and selectivity of this series.

  DOI：

  10.1021/acs.jmedchem.9b01852
• 作为产物：
  描述：

  苄胺 在 L-Selectride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 24.0h， 生成 cis-N-benzyl-4-tert-butylcyclohexylamine
  参考文献：
  名称：

  Stereoselective reductions of substituted cyclohexyl and cyclopentyl carbon-nitrogen .pi. systems with hydride reagents

  摘要：

  DOI：

  10.1021/jo00168a009

文献信息

• Expanding the Boundaries of Water-Tolerant Frustrated Lewis Pair Hydrogenation: Enhanced Back Strain in the Lewis Acid Enables the Reductive Amination of Carbonyls
  作者：Éva Dorkó、Márk Szabó、Bianka Kótai、Imre Pápai、Attila Domján、Tibor Soós

  DOI：10.1002/anie.201703591

  日期：2017.8.1

  The development of a boron/nitrogen‐centered frustrated Lewis pair (FLP) with remarkably high water tolerance is presented. As systematic steric tuning of the boron‐based Lewis acid (LA) component revealed, the enhanced back‐strain makes water binding increasingly reversible in the presence of relatively strong base. This advance allows the limits of FLP's hydrogenation to be expanded, as demonstrated

  提出了以硼/氮为中心的失水路易斯对（FLP）的开发，该对具有极高的耐水性。随着对基于硼的路易斯酸（LA）组分的系统空间位阻揭示，增强的反向应变使水结合在存在相对强碱的情况下越来越可逆。这种进步使得FLP氢化的极限得以扩展，正如FLP羰基还原胺化所证明的那样。这种无金属的催化变体显示出广泛的化学选择性和通用性。
• [EN] 6-HETEROARYLOXY BENZIMIDAZOLES AND AZABENZIMIDAZOLES AS JAK2 INHIBITORS<br/>[FR] 6-HÉTÉROARYLOXY BENZIMIDAZOLES ET AZABENZIMIDAZOLES EN TANT QU'INHIBITEURS DE JAK2
  申请人：AJAX THERAPEUTICS INC

  公开号：WO2021226261A1

  公开（公告）日：2021-11-11

  The present disclosure provides 6-heteroaryloxy benzimidazole and azabenzimidazole compounds and compositions thereof useful for inhibiting JAK2.

  本公开提供了6-杂芳氧基苯并咪唑和氮杂苯并咪唑化合物及其组合物，用于抑制JAK2。
• [EN] TREATMENT OF CHAGAS DISEASE<br/>[FR] TRAITEMENT DE LA MALADIE DE CHAGAS
  申请人：UNIV DUNDEE

  公开号：WO2015189595A1

  公开（公告）日：2015-12-17

  The invention provides compounds of the formula: wherein L1 and L2 are independently selected from O and S; R1 is C3-C6straight or branched alkyl, C3-C7cycloalkyl, C5-C7cycloalkenyl, adamantly, phenyl or saturated heterocyclyl, any of which being optionally substituted; R2 is H, methyl or ethyl; R5 is NRxCORy, NRxRy, CH2COCH3, CH2C≡N, or a 5- or 6-membered heteroaryl group which is optionally substituted; X, Y and Z are independently N or CH; Rx is independently H or C1-C4alkyl; Ry is independently H, CrC4alkyl, phenyl or benzyl, either of which is optionally substituted; n is 0-3; salts, hydrates and N-oxides, wherein the optional substituents are further defined in the claims. The compounds have utility in the prophylaxis or treatment of trypanosomal diseases, such as T. cruzi (Chagas disease).

  该发明提供了以下式的化合物：其中L1和L2分别选自O和S；R1为C3-C6直链或支链烷基，C3-C7环烷基，C5-C7环烯基，脱氢胆固醇，苯基或饱和杂环烷基，其中任一可选择地被取代；R2为H，甲基或乙基；R5为NRxCORy，NRxRy，CH2COCH3，CH2C≡N，或者是可选择地被取代的5-或6-成员杂芳基团；X、Y和Z分别为N或CH；Rx分别为H或C1-C4烷基；Ry分别为H，CrC4烷基，苯基或苄基，其中任一可选择地被取代；n为0-3；盐、水合物和N-氧化物，其中可选择的取代基在权利要求中进一步定义。这些化合物在预防或治疗锥虫病等锥虫病方面具有用途。
• Hydride reagents for stereoselective reductive amination. An improved preparation of 3-endo-tropanamine
  作者：John M. McGill、Elizabeth S. Labell、MaryAnn Williams

  DOI：10.1016/0040-4039(96)00760-5

  日期：1996.6

  The reductive amination of substituted cyclohexanones with sodium triacyloxy-borohydrides derived from NaBH4 and various carboxylic acids provides highly diastereoselective conversions to protected axial amines. This method was applied to the stereoselective preparation of 3-endo-tropanamine.

  用衍生自NaBH 4和各种羧酸的三酰氧基硼氢化钠对取代的环己酮进行还原性胺化反应，可高度非对映选择性地转化为受保护的轴向胺。该方法用于3-内-三聚泛胺的立体选择性制备。
• Process for preparing 4-substituted cis-cyclohexylamines
  申请人：Hoechst Schering AgrEvo GmbH

  公开号：US06046360A1

  公开（公告）日：2000-04-04

  The present invention relates to a process for preparing 4-substituted cis-cyclohexylamines of high cis-selectivity by reductive amination of cyclohexanones which are substituted in position 4 by an organic radical.

  本发明涉及一种制备高顺式选择性的4-取代顺式环己胺的方法，该方法通过将4-取代的环己酮还原胺化而得，所述4-取代基为有机基团。