(2R,3R,4S)-3-(((2R,4R,5R,6S)-5-(((3aR,4S,6R,7S,7aR)-7-acetoxy-2,2,4-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-4-(((allyloxy)carbonyl)amino)-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-4-((tert-butyldimethylsilyl)oxy)hex-5-yn-2-yl benzoate | 1191098-18-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4S)-3-(((2R,4R,5R,6S)-5-(((3aR,4S,6R,7S,7aR)-7-acetoxy-2,2,4-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-4-(((allyloxy)carbonyl)amino)-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-4-((tert-butyldimethylsilyl)oxy)hex-5-yn-2-yl benzoate
• CAS: 1191098-18-6
• 化学式: C₄₁H₆₁NO₁₃Si
• 分子量: 804.02
• InChiKey: FNHBTWMTMNOESR-ILRFEUGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.03
• 重原子数：
  56.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  155.54
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S)-3-(((2R,4R,5R,6S)-5-(((3aR,4S,6R,7S,7aR)-7-acetoxy-2,2,4-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-4-(((allyloxy)carbonyl)amino)-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-4-((tert-butyldimethylsilyl)oxy)hex-5-yn-2-yl benzoate 在 甲醇 、 氨 作用下， 反应 168.0h， 以84%的产率得到C₃₂H₅₅NO₁₁Si
  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：

  (3aR,4S,6R,7S,7aR)-6-(((2S,3R,4R)-4-(((allyloxy)carbonyl)amino)-2,4-dimethyl-3,4-dihydro-2H-pyran-3-yl)oxy)-2,2,4-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-7-yl acetate 、 (2R,3R,4S)-4-(tert-butyldimethylsiloxy)-hex-5-yne-2,3-diol 2-benzoate ester 在 camphor-10-sulfonic acid 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 以82%的产率得到(2R,3R,4S)-3-(((2R,4R,5R,6S)-5-(((3aR,4S,6R,7S,7aR)-7-acetoxy-2,2,4-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-4-(((allyloxy)carbonyl)amino)-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-4-((tert-butyldimethylsilyl)oxy)hex-5-yn-2-yl benzoate
  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