1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(N,N-diethylaminomethyl)-[1,2,3]-triazole | 1309856-16-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(N,N-diethylaminomethyl)-[1,2,3]-triazole
• 英文别名: (2S,3S,4S,5R)-2-[[4-(diethylaminomethyl)triazol-1-yl]methyl]-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 1309856-16-3
• 化学式: C₁₃H₂₄N₄O₄
• 分子量: 300.358
• InChiKey: MYUOBRNZEJYKOA-UMSGYPCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(N,N-diethylaminomethyl)-[1,2,3]-triazole 在 三氧化硫吡啶 作用下， 以 吡啶 为溶剂， 反应 16.0h， 以39%的产率得到1-(2,5-anhydro-1-deoxy-6-sulfo-D-glucitolyl)-4-(N,N-diethylaminomethyl)-[1,2,3]-triazole
  参考文献：
  名称：

  An efficient approach to 2,5-anhydro-glucitol-based 1′-homo-N-nucleoside mimetics

  摘要：

  This Letter describes an efficient synthesis of a range of 1'-homo-N-nucleoside mimetics with a series of 4-substituted 1,2,3-triazoles replacing the natural nucleobase. The synthesis of 6-O-monosulfated 1'-homo-N-nucleoside mimetic derivatives is also discussed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.090
• 作为产物：
  描述：

  3,4,6-tri-O-acetyl-2,5-anhydro-1-azido-1-deoxy-D-glucitol 在 sodium ascorbate 、 copper(ll) sulfate pentahydrate 、 sodium methylate 作用下， 以 甲醇 、 水 、 异丙醇 为溶剂， 反应 2.25h， 生成 1-(2,5-anhydro-1-deoxy-D-glucitolyl)-4-(N,N-diethylaminomethyl)-[1,2,3]-triazole
  参考文献：
  名称：

  An efficient approach to 2,5-anhydro-glucitol-based 1′-homo-N-nucleoside mimetics

  摘要：

  This Letter describes an efficient synthesis of a range of 1'-homo-N-nucleoside mimetics with a series of 4-substituted 1,2,3-triazoles replacing the natural nucleobase. The synthesis of 6-O-monosulfated 1'-homo-N-nucleoside mimetic derivatives is also discussed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.090

文献信息

• An efficient approach to 2,5-anhydro-glucitol-based 1′-homo-N-nucleoside mimetics
  作者：Beenu Bhatt、Robin J. Thomson、Mark von Itzstein

  DOI：10.1016/j.tetlet.2011.03.090

  日期：2011.5

  This Letter describes an efficient synthesis of a range of 1'-homo-N-nucleoside mimetics with a series of 4-substituted 1,2,3-triazoles replacing the natural nucleobase. The synthesis of 6-O-monosulfated 1'-homo-N-nucleoside mimetic derivatives is also discussed. (C) 2011 Elsevier Ltd. All rights reserved.