1,7-dibenzyl-4-oxa-1,7-diazaheptane | 66582-25-0

• 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: 1,7-dibenzyl-4-oxa-1,7-diazaheptane
• 英文别名: N-benzyl-2-[2-(benzylamino)ethoxy]ethanamine
• CAS: 66582-25-0
• 化学式: C₁₈H₂₄N₂O
• 分子量: 284.401
• InChiKey: PGEYIIVEVARHEZ-UHFFFAOYSA-N

物化性质

• 沸点：
  167-169 °C(Press: 0.7 Torr)
• 密度：
  1.041±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  33.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,7-dibenzyl-4-oxa-1,7-diazaheptane 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 14.5h， 生成 4,10,16,22-Tetrabenzyl-1,7,13,19-tetraoxa-4,10,16,22-tetraaza-cyclotetracosane-3,11,15,23-tetraone
  参考文献：
  名称：

  大环聚醚四内酰胺I：合成和环化研究

  摘要：

  描述了一种用于合成具有两个二亚甲氧基部分的新的18、21或24元大环四内酰胺的三步法。该方法在于双仲胺与被噻唑烷-2-硫酮基团活化的二酰胺二酸的闭环。环化不需要高稀释度技术，并且可以以42％至73％的高产率提供预期的四内酰胺。该合成途径导致具有可变亲脂性的取代基的不对称或对称分子。

  DOI：

  10.1016/s0040-4020(01)80444-0
• 作为产物：
  描述：

  [1-Phenyl-meth-(E)-ylidene]-[2-(2-{[1-phenyl-meth-(E)-ylidene]-amino}-ethoxy)-ethyl]-amine 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以68%的产率得到1,7-dibenzyl-4-oxa-1,7-diazaheptane
  参考文献：
  名称：

  Synthesis and evaluation of hexahydropyrimidines and diamines as novel hepatitis C virus inhibitors

  摘要：

  In order to identify novel anti-hepatitis C virus (HCV) agents we devised cell-based strategies and screened phenotypically small molecule chemical libraries with infectious HCV particles, and identified a hit compound (1) containing a hexahydropyrimidine (HHP) core. During our cell-based SAR study, we observed a conversion of HHP 1 into a linear diamine (6), which is the active component in inhibiting HCV and exhibited comparable antiviral activity to the cyclic HHP I. In addition, we engaged into the biological characterization of HHP and demonstrated that HHP does not interfere with HCV RNA replication, but with entry and release of viral particles. Here we report the results of the preliminary SAR and mechanism of action studies with HHP. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.09.055

文献信息

• Novel synthetic access to 15- and 18-membered ring diaza-bibracchial lariat ethers (BiBLEs) and a study of sidearm-macroring cooperativity in cation binding
  作者：Vincent J. Gatto、Kristin A. Arnold、Anthony M. Viscariello、Steven R. Miller、George W. Gokel

  DOI：10.1016/s0040-4039(00)84009-5

  日期：1986.1

  An extremely practical synthesis of 4,10-diaza-15-crown-5, 4,13-diaza-18-crown-6, and symmetrically N,N′-disubstituted derivatives thereof, is presented along with the first survey of cation binding data for the 15-membered ring systems.

  提出了一种非常实用的4,10-diaza-15-crown-5、4,13-diaza-18-crown-6及其对称的N，N'-二取代衍生物的合成方法，以及首次进行的阳离子结合研究15元环系统的数据。
• Metal-directed self-assembly of bimetallic dithiocarbamate transition metal cryptands and their binding capabilitiesElectronic supplementary information (ESI) available: selected experimental procedures. See http://www.rsc.org/suppdata/cc/b3/b308629a/
  作者：Paul D. Beer、Neil G. Berry、Andrew R. Cowley、Elizabeth J. Hayes、Edward C. Oates、Wallace W. H. Wong

  DOI：10.1039/b308629a

  日期：——

  A novel family of redox-active dinuclear transition metal based cryptands self-assembled from dithiocarbamate ligands has been synthesised; depending upon the nature of the spacer groups these new cryptand systems have been shown to electrochemically recognise the binding of cations or anions.

  由二硫代氨基甲酸酯配体自组装而成的新型氧化还原活性二核过渡金属基隐色体系列已经合成；根据间隔基团的性质，这些新的隐色体系统已被证明可以电化学识别阳离子或阴离子的结合。
• Novel and convenient syntheses of N-alkyl-substituted triaza- and tetraaza-crown compounds
  作者：Krzysztof E Krakowiak、Jerald S Bradshaw、Reed M Izatt

  DOI：10.1016/0040-4039(88)85282-1

  日期：1988.1

  A new short method to prepare N-alkyl-substituted triaza- and tetraaza-crown compounds in good overall yields by reacting the appropriate oligoazaoxadiamine with allyloxymethyl-substituted triethylene glycol diiodide or diglycolyl dichloride (followed by reduction) is presented.

  提出了一种新的简短方法，可以通过使适当的低聚氮杂恶二胺与烯丙氧基甲基取代的三甘醇二碘化物或二甘氨酰二氯化物反应（随后还原），以较高的总收率制备N-烷基取代的三氮杂-和四氮杂-冠化合物。
• A new building block method to synthesize symmetrical and asymmetrical per-N-alkyl-substituted polyaza-crown compounds
  作者：Krzysztof E. Krakowiak、Jerald S. Bradshaw、Reed M. Izatt、Daria J. Zamecka-Krakowiak

  DOI：10.1021/jo00278a016

  日期：1989.8
• Bis-Heteronucleophilic Michael Addition to Divinyl Sulfone: A New Efficient Access to Macrocycles
  作者：Marie-Laure Teyssot、Martine Fayolle、Christian Philouze、Claude Dupuy

  DOI：10.1002/1099-0690(200301)2003:1<54::aid-ejoc54>3.0.co;2-r

  日期：2003.1

  The Michael addition of bis(nitrogen or sulfur) nucleophiles to divinyl sulfone provides the corresponding macrocyclic adducts in good yields. The structures of some new macrocyclic sulfones are established by X-ray crystallographic analysis and NMR spectroscopy. The subsequent cleavage of benzyl or tosyl groups yields the unprotected macrocyclic sulfones.