thioethyl 2-O-benzylcarbamoyl-3-O-isopropylcarbamoyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranose | 316353-13-6

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: thioethyl 2-O-benzylcarbamoyl-3-O-isopropylcarbamoyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranose
• CAS: 316353-13-6
• 化学式: C₂₈H₃₆N₂O₈S
• 分子量: 560.668
• InChiKey: HKLYSZSEYHXILY-RSCKOEPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  39.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  113.58
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  thioethyl 2-O-benzylcarbamoyl-3-O-isopropylcarbamoyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranose 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 硼烷-三甲胺络合物 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.5h， 生成 2-(morpholin-4-yl)ethyl 2-O-benzylcarbamoyl-3-O-isopropylcarbamoyl-β-D-glucopyranose
  参考文献：
  名称：

  Development of an Efficient, Regio- and Stereoselective Route to Libraries Based on the β-d-Glucose Scaffold

  摘要：

  The design and execution of an efficient synthetic route for the sequential functionalization of the five hydroxyl substituents. of beta -D-glucose has been achieved. This strategy, based on the stereoselective glycosidation of thioglycosides, provides a new approach for the parallel construction of a wide variety of beta -D-glucose analogues and as such holds promise for solid-support library syntheses.

  DOI：

  10.1021/jo001099v
• 作为产物：
  描述：

  4-甲氧基苯甲醛二甲缩醛 在 对甲苯磺酸 、 copper(l) chloride 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 thioethyl 2-O-benzylcarbamoyl-3-O-isopropylcarbamoyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranose
  参考文献：
  名称：

  Development of an Efficient, Regio- and Stereoselective Route to Libraries Based on the β-d-Glucose Scaffold

  摘要：

  The design and execution of an efficient synthetic route for the sequential functionalization of the five hydroxyl substituents. of beta -D-glucose has been achieved. This strategy, based on the stereoselective glycosidation of thioglycosides, provides a new approach for the parallel construction of a wide variety of beta -D-glucose analogues and as such holds promise for solid-support library syntheses.

  DOI：

  10.1021/jo001099v