1’-(4-(4-propylphenyl)-[1,2,3]-triazol-1-yl)-2’,3’,4’,6’-tetra-O-acetyl-β-D-glucopyranose | 1190878-85-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1’-(4-(4-propylphenyl)-[1,2,3]-triazol-1-yl)-2’,3’,4’,6’-tetra-O-acetyl-β-D-glucopyranose
• CAS: 1190878-85-3
• 化学式: C₂₅H₃₁N₃O₉
• 分子量: 517.536
• InChiKey: LKLSKGIRYCLECC-NHTNDUFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.15
• 重原子数：
  37.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  145.14
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  β-D-葡萄糖五乙酸酯 在 copper(l) iodide 、 叠氮基三甲基硅烷 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 1’-(4-(4-propylphenyl)-[1,2,3]-triazol-1-yl)-2’,3’,4’,6’-tetra-O-acetyl-β-D-glucopyranose
  参考文献：
  名称：

  Sono-Transition-Metal Catalysis of One-Pot Three-Step Synthesis of Glycosyl-1,2,3-triazoles

  摘要：

  As a continuation of our studies directed at the development of straightforward and sustainable methodologies, we describe herein an original example of a combined effect of ultrasonic activation and iron-copper dual catalysis that allows an efficient and ecofriendly one-pot, three-step route to a new series of nucleoside-substituted triazoles. The reactions were carried out under both conventional and ultrasonic irradiation conditions.Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.673043

文献信息

• Tandem Azide-Alkyne 1,3-Dipolar Cycloaddition/Electrophilic Addition: A Concise Three-Component Route to 4,5-Disubstituted Triazolyl-Nucleosides
  作者：Rachid Benhida、Vincent Malnuit、Maria Duca、Anwar Manout、Khalid Bougrin

  DOI：10.1055/s-0029-1217560

  日期：2009.8

  A one-pot, three-component approach to a new family of 4,5-functionalized triazolyl-nucleosides is described. The method relies on the one-pot azide-alkyne 1,3-cycloaddition/electrophilic addition tandem reaction, which affords good yields of the corresponding 4,5-disubstituted nucleosides.

  本文介绍了一种单锅三组分方法来制备新的 4,5 功能化三唑基核苷家族。该方法依赖于叠氮-炔烃 1,3-环加成/亲电加成串联反应的一锅式反应，可获得相应的 4,5-二取代核苷的高产率。