1-(benzyloxymethyl)-4-phenyl-1H-1,2,3-triazole | 1043553-24-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(benzyloxymethyl)-4-phenyl-1H-1,2,3-triazole
• 英文别名: 4-Phenyl-1-(phenylmethoxymethyl)triazole
• CAS: 1043553-24-7
• 化学式: C₁₆H₁₅N₃O
• 分子量: 265.315
• InChiKey: MOOCYUDKYXYVJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  39.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(benzyloxymethyl)-4-phenyl-1H-1,2,3-triazole 在 10% Pd on charcoal 、 氢气 作用下， 以 甲醇 为溶剂， 反应 168.0h， 生成 4-苯基-1,2,3-三氮唑 、 (4-phenyl-2H-1,2,3-triazol-2-yl)methanol
  参考文献：
  名称：

  Efficient Synthesis of 2-Substituted-1,2,3-triazoles

  摘要：

  In this three-component reaction, alkynes undergo a copper(I)-catalyzed cycloaddition with sodium azide and formaldehyde to yield 2-hydroxymethyl-2H-1,2,3-triazoles, which are useful intermediates that can be readily converted to polyfunctional molecules. The hydroxymethyl group can also be removed, providing convenient access to NH-1,2,3-triazoles. The reaction is experimentally simple and readily scalable.

  DOI：

  10.1021/ol8006748
• 作为产物：
  描述：

  苯乙炔 、 [(叠氮甲氧基)甲基]苯 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 以4.3 g的产率得到1-(benzyloxymethyl)-4-phenyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Efficient Synthesis of 2-Substituted-1,2,3-triazoles

  摘要：

  In this three-component reaction, alkynes undergo a copper(I)-catalyzed cycloaddition with sodium azide and formaldehyde to yield 2-hydroxymethyl-2H-1,2,3-triazoles, which are useful intermediates that can be readily converted to polyfunctional molecules. The hydroxymethyl group can also be removed, providing convenient access to NH-1,2,3-triazoles. The reaction is experimentally simple and readily scalable.

  DOI：

  10.1021/ol8006748

文献信息

• Debenzylation of Functionalized 4- and 5-Substituted 1,2,3-Triazoles
  作者：Leiv Sydnes、Bengt Haug、Tahir Farooq、Karl Törnroos

  DOI：10.1055/s-0031-1291160

  日期：2012.7

  A range of 4- and 5-substituted N-benzyl-1,2,3-triazoles have been submitted to debenzylation using Pd/C and hydrogen in the presence of 1,1,2-trichloroethane. Triazoles with oxygen-containing substituents are efficiently debenzylated under these conditions. Triazoles with a phenyl or benzyl substituent on C4 or C5 are not debenzylated, whereas a pentyl-substituted derivative was readily debenzylated.