4-Nitro-benzoic acid (1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-[(2S,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-5-((2S,4S,5R,6S)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyl ester | 476469-62-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Nitro-benzoic acid (1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-[(2S,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-5-((2S,4S,5R,6S)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyl ester
• CAS: 476469-62-2
• 化学式: C₄₁H₆₅NO₁₄Si₂
• 分子量: 852.136
• InChiKey: XRZQGIZDRIWYQM-AZKXJXGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.46
• 重原子数：
  58.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  177.42
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  4-Nitro-benzoic acid (1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-[(2S,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-5-((2S,4S,5R,6S)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyl ester 在 六羰基钨 4-二甲氨基吡啶 、 二异丁基氢化铝 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 17.0h， 生成 Acetic acid (2S,3R,4S,6S)-3-acetoxy-6-{(2S,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(2S,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-2-methyl-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Stereoselective Synthesis of l-Oliose Trisaccharide via Iterative Alkynol Cycloisomerization and Acid-Catalyzed Glycosylation

  摘要：

  [GRAPHICS]The synthesis of an all-alpha L-Oliose diastereomer of digitoxin provides valuable insights into the generality and protective-group dependence of acid-catalyzed glycosylations of glycals to 2-deoxycarbohydrates.

  DOI：

  10.1021/ol026886o
• 作为产物：
  描述：

  对硝基苯甲酸 在 咪唑 、 camphor-10-sulfonic acid 、 氟化氢吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 40.0h， 生成 4-Nitro-benzoic acid (1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-[(2S,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-5-((2S,4S,5R,6S)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyl ester
  参考文献：
  名称：

  Stereoselective Synthesis of l-Oliose Trisaccharide via Iterative Alkynol Cycloisomerization and Acid-Catalyzed Glycosylation

  摘要：

  [GRAPHICS]The synthesis of an all-alpha L-Oliose diastereomer of digitoxin provides valuable insights into the generality and protective-group dependence of acid-catalyzed glycosylations of glycals to 2-deoxycarbohydrates.

  DOI：

  10.1021/ol026886o