4-((1-benzyl-1H-1,2,3-triazole-4-yl)methyl)morpholine | 1301627-84-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-((1-benzyl-1H-1,2,3-triazole-4-yl)methyl)morpholine
• 英文别名: 4-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)morpholine；BTMM；4-[(1-Benzyltriazol-4-yl)methyl]morpholine
• CAS: 1301627-84-8
• 化学式: C₁₄H₁₈N₄O
• 分子量: 258.323
• InChiKey: TYCRDWCZDCDVAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  吗啉 、 alkaline earth salt of/the/ methylsulfuric acid 在 caesium carbonate 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 以83%的产率得到4-((1-benzyl-1H-1,2,3-triazole-4-yl)methyl)morpholine
  参考文献：
  名称：

  Silica-Supported Oligomeric Benzyl Phosphate (Si-OBP) and Triazole Phosphate (Si-OTP) Alkylating Reagents

  摘要：

  The syntheses of silica-supported oligomeric benzyl phosphates (Si-OBPn) and triazole phosphates (Si-OTPn) using ring-opening metathesis polymerization (ROMP) for use as efficient alkylating reagents is reported. Ease of synthesis and grafting onto the surface of norbornenyl-tagged (Nb-tagged) silica particles has been demonstrated for benzyl phosphate and triazole phosphate monomers. It is shown that these silica polymer hybrid reagents, Si-OBPn and Si-OTPn, can be used to carry out alkylation reactions with an array of different nudeophiles to afford the corresponding benzylated and (triazolyl)methylated products in good yield and high purity.

  DOI：

  10.1021/acs.joc.5b01456

文献信息

• Supported copper (I) catalyst from fish bone waste: An efficient, green and reusable catalyst for the click reaction toward <i>N</i> -substituted 1,2,3-TRIAZOLES
  作者：Xingquan Xiong、Zhongke Tang、Zhaohong Sun、Xiaoqing Meng、Sida Song、Zhilong Quan

  DOI：10.1002/aoc.3946

  日期：2018.1

  An eco‐efficient, green, and multi‐gram procedure is presented for one‐pot multicomponent synthesis of N‐substituted 1,2,3‐triazoles by using waste fishbone powders supported CuBr (FBPs‐CuBr) as catalyst. FBPs‐CuBr is found to be an efficient heterogeneous catalyst and a series of 1,2,3‐triazoles are obtained in moderate to excellent yields in water under MW irradiation (70–98%). It can be separated

  利用废鱼骨粉负载的CuBr（FBPs-CuBr）作为催化剂，提出了一种生态高效，绿色和克数重的程序，用于N取代的1,2,3-三唑的一锅多组分合成。FBPs-CuBr被发现是一种有效的多相催化剂，在微波辐照下（70-98％）在水中以中等至极好的收率获得了一系列1,2,3-三唑。它可以通过简单的过滤方便地分离，并且至少可以连续使用七次，产品收率略有下降。此外，当反应规模增加到40.0mmol时，仍可以80％的产率获得所需产物。
• Lanthanum loaded CuO nanoparticles: synthesis and characterization of a recyclable catalyst for the synthesis of 1,4-disubstituted 1,2,3-triazoles and propargylamines
  作者：R. Sasikala、S. Kutti Rani、D. Easwaramoorthy、K. Karthikeyan

  DOI：10.1039/c5ra05468k

  日期：——

  A click and three component A³ coupling reactions were achieved by lanthanum loaded CuO NPs under ultrasonication. 1,4-Disubstituted 1,2,3-triazoles and propargylamines were synthesized in a short reaction time with high regioselectivity and yields.

  通过超声波作用下，负载有镧系金属氧化物的CuO纳米颗粒实现了一次点击和三组分A^3偶联反应。1,4-二取代的1,2,3-三唑和丙炔胺在短时间内合成，具有高区域选择性和产率。
• CuAAC Macrocyclization: High Intramolecular Selectivity through the Use of Copper–Tris(triazole) Ligand Complexes
  作者：Gagan Chouhan、Keith James

  DOI：10.1021/ol200861f

  日期：2011.5.20

  A range of multivalent heteroaryl ligands, copper sources, and solvent systems have been Investigated for use in CuAAC-mediated macrocyclization reactions. These studies have revealed the key factors governing selectivity for macrocyclization versus dimerization and identified a simple but specific set of reaction conditions capable of efficiently generating a diverse series of drug-like macrocycles at modest dilution in up to 95% yield.