(3R,4S,5R)-5-[(R)-1-Azido-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one | 200809-88-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (3R,4S,5R)-5-[(R)-1-Azido-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one
• CAS: 200809-88-7
• 化学式: C₂₄H₅₁N₃O₅Si₃
• 分子量: 545.943
• InChiKey: BANUMZPWPXWBFB-YSTOQKLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.39
• 重原子数：
  35.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  102.75
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (3R,4S,5R)-5-[(R)-1-Azido-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 6.08h， 生成 (4S,5S,6R,7R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-dimethyl-silanyloxymethyl)-6-hydroxy-3,3a,4,5,6,7-hexahydro-[1,2,3]triazolo[1,5-a]pyridine-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Triazole carboxylic acids as anionic sugar mimics? Inhibition of glycogen phosphorylase by a d-glucotriazole carboxylate

  摘要：

  Triazole-carboxylic acids related to D-glucose and D-galactose may be prepared by intramolecular [1,3]-dipolar cycloadditions of azides to unsaturated esters, followed by bromine oxidation of the resulting triazoline. Such materials may provide a series of anionic mimics of carbohydrates. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00561-2
• 作为产物：
  描述：

  (3R,4S,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-dihydro-furan-2-one 在 吡啶 、 甲醇 、 sodium azide 、 氧化汞红 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.84h， 生成 (3R,4S,5R)-5-[(R)-1-Azido-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one
  参考文献：
  名称：

  Triazole carboxylic acids as anionic sugar mimics? Inhibition of glycogen phosphorylase by a d-glucotriazole carboxylate

  摘要：

  Triazole-carboxylic acids related to D-glucose and D-galactose may be prepared by intramolecular [1,3]-dipolar cycloadditions of azides to unsaturated esters, followed by bromine oxidation of the resulting triazoline. Such materials may provide a series of anionic mimics of carbohydrates. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00561-2