1-(1',2,3,3',4,4',6-hepta-O-acetyl-6'-deoxysucros-6'-yl)-4-phenyl-1,2,3-triazole | 1453262-64-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(1',2,3,3',4,4',6-hepta-O-acetyl-6'-deoxysucros-6'-yl)-4-phenyl-1,2,3-triazole
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(2S,3S,4R,5R)-3,4-diacetyloxy-2-(acetyloxymethyl)-5-[(4-phenyltriazol-1-yl)methyl]oxolan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 1453262-64-0
• 化学式: C₃₄H₄₁N₃O₁₇
• 分子量: 763.709
• InChiKey: UXDMQCVAXUWQKI-YYINJYSHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  54
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  243
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为产物：
  描述：

  6'-O-tert-butyldiphenylsilylsucrose 在 吡啶 、 4-二甲氨基吡啶 、 sodium azide 、 copper(ll) sulfate pentahydrate 、 氟化氢吡啶 、 sodium ascorbate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 9.75h， 生成 1-(1',2,3,3',4,4',6-hepta-O-acetyl-6'-deoxysucros-6'-yl)-4-phenyl-1,2,3-triazole
  参考文献：
  名称：

  Efficient microwave assisted synthesis of novel 1,2,3-triazole–sucrose derivatives by cycloaddition reaction of sucrose azides and terminal alkynes

  摘要：

  Novel 1-(1',2,3,3',4,4',6-hepta-O-acetyl-6'-deoxy-sucros-6'-yl)-4-substituted-1,2,3-triazoles were synthesized by microwave assisted copper catalyzed 1,3-dipolar cycloaddition of sucrose derived azides with terminal alkynes in excellent yields and in short reaction times. The compound 1',2,3,3',4,4',6-hepta-O-acetyl-6'-azido-6'-deoxy-sucrose was regioselectively synthesized from sucrose by improved procedure and used for the cycloadditions. By combining carbohydrate and 1,2,3-triazole structural motifs, a library of 1,2,3-triazole-sucrose conjugates have been obtained. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.06.017

文献信息

• Efficient microwave assisted synthesis of novel 1,2,3-triazole–sucrose derivatives by cycloaddition reaction of sucrose azides and terminal alkynes
  作者：Taterao M. Potewar、Krasimira T. Petrova、M. Teresa Barros

  DOI：10.1016/j.carres.2013.06.017

  日期：2013.9

  Novel 1-(1',2,3,3',4,4',6-hepta-O-acetyl-6'-deoxy-sucros-6'-yl)-4-substituted-1,2,3-triazoles were synthesized by microwave assisted copper catalyzed 1,3-dipolar cycloaddition of sucrose derived azides with terminal alkynes in excellent yields and in short reaction times. The compound 1',2,3,3',4,4',6-hepta-O-acetyl-6'-azido-6'-deoxy-sucrose was regioselectively synthesized from sucrose by improved procedure and used for the cycloadditions. By combining carbohydrate and 1,2,3-triazole structural motifs, a library of 1,2,3-triazole-sucrose conjugates have been obtained. (C) 2013 Elsevier Ltd. All rights reserved.