1,5-Bis(1-benzyl-1H-1,2,3-triazol-4-yl)pentane | 115415-17-3

• 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: 1,5-Bis(1-benzyl-1H-1,2,3-triazol-4-yl)pentane
• 英文别名: 4,4'-(1,5-Pentanediyl)bis[1-(phenylmethyl)-1H-1,2,3-triazole]；1-benzyl-4-[5-(1-benzyltriazol-4-yl)pentyl]triazole
• CAS: 115415-17-3
• 化学式: C₂₃H₂₆N₆
• 分子量: 386.5
• InChiKey: HVNLKNMYYKDTPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,8-壬二炔 、 溴甲苯 在 sodium azide 、 copper(II) ferrite 作用下， 以 水 为溶剂， 反应 9.0h， 以75%的产率得到1,5-Bis(1-benzyl-1H-1,2,3-triazol-4-yl)pentane
  参考文献：
  名称：

  Magnetically separable CuFe2O4 nano particles catalyzed multicomponent synthesis of 1,4-disubstituted 1,2,3-triazoles in tap water using ‘click chemistry’

  摘要：

  The synthesis of 1,4-disubstituted 1,2,3-triazoles is attempted using magnetically separable and reusable copper ferrite nano particles in a one pot reaction, in tap water. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.077

文献信息

• An efficient Cu-catalyzed azide–alkyne cycloaddition (CuAAC) reaction in aqueous medium with a zwitterionic ligand, betaine
  作者：Jung-Ah Shin、Su-Jin Oh、Hee-Yoon Lee、Yeong-Gweon Lim

  DOI：10.1039/c7cy00518k

  日期：——

  Cu-catalyzed azide–alkyne cycloaddition reaction in aqueous medium was dramatically accelerated by a simple zwitterionic additive, betaine, at ambient temperature. In the presence of betaine, 1,4-disubstituted-1,2,3-triazoles were obtained from azides and terminal alkynes in excellent yields under 2.5–200 ppm levels of Cu(I) in water. This method resulted in the remarkable reduction of the Cu(I) concentration

  在环境温度下，简单的两性离子添加剂甜菜碱可显着促进水介质中铜催化的叠氮化物-炔烃环加成反应。在甜菜碱存在的情况下，在2.5–200 ppm的水中铜（I）水平下，叠氮化物和末端炔烃可得到1,4-二取代-1,2,3-三唑。该方法导致Cu （I）浓度显着降低至ppm级。该方案的优点包括使用常规的Cu催化体系和可商购获得的甜菜碱，该甜菜碱对生物应用通常是无毒的。因此，这种有效的催化体系应在生命科学研究和材料科学中具有广泛的应用。
• [3 + 2] Cycloaddition of acetylenes with azides to give 1,4-disubstituted 1,2,3-triazoles in a modular flow reactor
  作者：Christopher D. Smith、Ian R. Baxendale、Steve Lanners、John J. Hayward、Stephen C. Smith、Steven V. Ley

  DOI：10.1039/b702995k

  日期：——

  The cycloaddition of acetylenes with azides to give the corresponding 1,4-disubstituted 1,2,3-triazoles is reported using immobilised reagents and scavengers in pre-packed glass tubes in a modular flow reactor.

  报道了在模块化流动反应器中使用固定化试剂和捕集剂，通过预装玻璃管的方式实现乙炔与叠氮化物的环加成反应，生成相应的1,4-二取代1,2,3-三唑。
• A New Simplified Protocol for Copper(I) Alkyne–Azide Cycloaddition Reactions Using Low Substoichiometric Amounts of Copper(II) Precatalysts in Methanol
  作者：Harry Heaney、Benjamin Buckley、Maria Figueres、Amna Khan

  DOI：10.1055/s-0035-1560526

  日期：——

  Copper(II) carboxylates are reduced efficiently by methanol in the presence of alkynes and form yellow alkynylcopper(I) polymeric precatalysts that are involved with azides, in the absence of added ligands, in the catalytic cycles that result in the formation of 1,4-disubstituted 1,2,3-triazoles.
• Vereschagin, L. I.; Bol'shedovorskaya, R. L.; Maksikova, A. V., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, # 11, p. 2030 - 2033
  作者：Vereschagin, L. I.、Bol'shedovorskaya, R. L.、Maksikova, A. V.、Serebryakova, E. S.、Kozyrev, S. V.、et al.

  DOI：——

  日期：——
• VERESHCHAGIN, L. I.;BOLSHEDVORSKAYA, R. L.;MAKSIKOVA, A. V.;SEREBRYAKOV, +, ZH. ORGAN. XIMII, 23,(1987) N 11, 2303-2307
  作者：VERESHCHAGIN, L. I.、BOLSHEDVORSKAYA, R. L.、MAKSIKOVA, A. V.、SEREBRYAKOV, +

  DOI：——

  日期：——