(3R,4R,5S)-4-phenylmethoxy-5-[(4-phenyltriazol-1-yl)methyl]oxolan-3-ol | 1240589-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (3R,4R,5S)-4-phenylmethoxy-5-[(4-phenyltriazol-1-yl)methyl]oxolan-3-ol
• CAS: 1240589-90-5
• 化学式: C₂₀H₂₁N₃O₃
• 分子量: 351.405
• InChiKey: QFKGTTUYWNDMMB-HSALFYBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3R,4R,5S)-5-(azidomethyl)-4-(benzyloxy)tetrahydrofuran-3-ol 、 苯乙炔 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 以67%的产率得到(3R,4R,5S)-4-phenylmethoxy-5-[(4-phenyltriazol-1-yl)methyl]oxolan-3-ol
  参考文献：
  名称：

  Synthesis and biological evaluation of glycal-derived novel tetrahydrofuran 1,2,3-triazoles by ‘click’ chemistry

  摘要：

  Thirteen new 1,2,3-triazoles (5a-e, 15a-d, 17a-b, 19, and 21) were synthesized by 'click' reaction of sugar-derived azides with commercially available acetylenes. The synthesized triazoles were tested in vitro for their biological activity, and compound 5b displayed both antibacterial and antifungal activities at an MIC value of 12.5 mu g/mL, while compounds 15b and 19 showed antibacterial activity at an MIC value of 25 mu g/mL. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.03.031

文献信息

• Synthesis and biological evaluation of glycal-derived novel tetrahydrofuran 1,2,3-triazoles by ‘click’ chemistry
  作者：L. Vijaya Raghava Reddy、P. Venkat Reddy、Nripendra N. Mishra、Praveen K. Shukla、Garima Yadav、Ranjana Srivastava、Arun K. Shaw

  DOI：10.1016/j.carres.2010.03.031

  日期：2010.7

  Thirteen new 1,2,3-triazoles (5a-e, 15a-d, 17a-b, 19, and 21) were synthesized by 'click' reaction of sugar-derived azides with commercially available acetylenes. The synthesized triazoles were tested in vitro for their biological activity, and compound 5b displayed both antibacterial and antifungal activities at an MIC value of 12.5 mu g/mL, while compounds 15b and 19 showed antibacterial activity at an MIC value of 25 mu g/mL. (C) 2010 Elsevier Ltd. All rights reserved.