thio {2,3,4-tri-O-acetyl-6-O-[(tert-butyldimethylsilyl)oxy]-1-thio-β-D-galactopyranose}-(1,1)-S-2,3,4-tri-O-acetyl-6-O-[(tert-butyldimethylsilyl)oxy]-1-thio-β-D-galactopyranoside | 252665-87-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: thio {2,3,4-tri-O-acetyl-6-O-[(tert-butyldimethylsilyl)oxy]-1-thio-β-D-galactopyranose}-(1,1)-S-2,3,4-tri-O-acetyl-6-O-[(tert-butyldimethylsilyl)oxy]-1-thio-β-D-galactopyranoside
• CAS: 252665-87-5
• 化学式: C₃₆H₆₂O₁₆S₂Si₂
• 分子量: 871.182
• InChiKey: JPPNRNSXQDHFHB-ANJNXOACSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  56.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  194.72
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  thio {2,3,4-tri-O-acetyl-6-O-[(tert-butyldimethylsilyl)oxy]-1-thio-β-D-galactopyranose}-(1,1)-S-2,3,4-tri-O-acetyl-6-O-[(tert-butyldimethylsilyl)oxy]-1-thio-β-D-galactopyranoside 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 1.0h， 以84%的产率得到thio [2,3,4-tri-O-acetyl-1-thio-β-D-galactopyranose]-(1,1)-S-2,3,4-tri-O-acetyl-1-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of Carbohydrates with an Anomeric Thiol Moiety for Elaboration into Metabolically Stable Thioglycosides

  摘要：

  The synthesis of thioglycosides for use as metabolically stable biological probes is an area of continued interest. This paper describes the synthesis of functionalised carbohydrates which contain an anomeric thio group. During the course of this work we have examined the most viable route into compounds such as the specifically functionalised carbohydrates 36 and 37, and have also investigated the usefulness of disulfides as protecting groups for anomeric thiols.

  DOI：

  10.1080/07328309908544045
• 作为产物：
  描述：

  乙酸酐 、 (2R,2'R,3R,3'R,4S,4'S,5R,5'R,6S,6'S)-6,6'-disulfanediylbis(2-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triol) 在 吡啶 作用下， 反应 16.0h， 以858 mg的产率得到thio {2,3,4-tri-O-acetyl-6-O-[(tert-butyldimethylsilyl)oxy]-1-thio-β-D-galactopyranose}-(1,1)-S-2,3,4-tri-O-acetyl-6-O-[(tert-butyldimethylsilyl)oxy]-1-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of Carbohydrates with an Anomeric Thiol Moiety for Elaboration into Metabolically Stable Thioglycosides

  摘要：

  The synthesis of thioglycosides for use as metabolically stable biological probes is an area of continued interest. This paper describes the synthesis of functionalised carbohydrates which contain an anomeric thio group. During the course of this work we have examined the most viable route into compounds such as the specifically functionalised carbohydrates 36 and 37, and have also investigated the usefulness of disulfides as protecting groups for anomeric thiols.

  DOI：

  10.1080/07328309908544045