N-((2S,3R,4R)-3-(((3aR,4S,6R,7S,7aS)-7-hydroxy-2,2,4-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-2,4-dimethyl-3,4-dihydro-2H-pyran-4-yl)acetamide | 1191097-91-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-((2S,3R,4R)-3-(((3aR,4S,6R,7S,7aS)-7-hydroxy-2,2,4-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-2,4-dimethyl-3,4-dihydro-2H-pyran-4-yl)acetamide
• CAS: 1191097-91-2
• 化学式: C₁₈H₂₉NO₇
• 分子量: 371.431
• InChiKey: FBRJEHFWXZXFRC-UOFWFIQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.82
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  95.48
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 N-((2S,3R,4R)-3-(((3aR,4S,6R,7S,7aS)-7-hydroxy-2,2,4-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-2,4-dimethyl-3,4-dihydro-2H-pyran-4-yl)acetamide 在 Dowex 50W-X₈ 作用下， 反应 7.5h， 生成
  参考文献：
  名称：

  Brønsted Acid-Promoted Glycosylations of Disaccharide Glycal Substructures of the Saccharomicins

  摘要：

  An acid-promoted glycosylation and alkynol cycloisomerization sequence provided direct access to the 2-deoxytrisaccharide corresponding to the fucose-saccharosamine-digitoxose substructure of saccharomicin B. In the course of this work, the absolute stereochemistry of the repeating fucose-saccharosamine disaccharide of saccharomicins was also confirmed.

  DOI：

  10.1021/ol901923x
• 作为产物：
  描述：

  N-((3R,4R,5S)-5-hydroxy-4-(((3aR,4S,6R,7S,7aS)-7-hydroxy-2,2,4-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-3-methylhex-1-yn-3-yl)acetamide 在 三乙烯二胺 、 六羰基钨 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到N-((2S,3R,4R)-3-(((3aR,4S,6R,7S,7aS)-7-hydroxy-2,2,4-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-2,4-dimethyl-3,4-dihydro-2H-pyran-4-yl)acetamide
  参考文献：
  名称：

  Brønsted Acid-Promoted Glycosylations of Disaccharide Glycal Substructures of the Saccharomicins

  摘要：

  An acid-promoted glycosylation and alkynol cycloisomerization sequence provided direct access to the 2-deoxytrisaccharide corresponding to the fucose-saccharosamine-digitoxose substructure of saccharomicin B. In the course of this work, the absolute stereochemistry of the repeating fucose-saccharosamine disaccharide of saccharomicins was also confirmed.

  DOI：

  10.1021/ol901923x