(2R,3R,4R,4aR,8aS)-2-[(2S,3R,4R,4aR,8aS)-3-azido-4-hydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-3-azido-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-4-ol | 410531-96-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4R,4aR,8aS)-2-[(2S,3R,4R,4aR,8aS)-3-azido-4-hydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-3-azido-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-4-ol
• CAS: 410531-96-3
• 化学式: C₁₆H₂₄N₆O₆
• 分子量: 396.403
• InChiKey: OIKZLTKUICUZLZ-AXDXUGCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,4aR,8aS)-2-[(2S,3R,4R,4aR,8aS)-3-azido-4-hydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-3-azido-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-4-ol 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 (2R,3R,4R,4aR,8aS)-2-[(2S,3R,4R,4aR,8aS)-3-amino-4-hydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-3-amino-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-4-ol
  参考文献：
  名称：

  cis-3,4-Dichlorocyclobutene as a Versatile Synthon in Organic Synthesis. Rapid Entry into Complex Polycyclic Systems with Remarkably Stereospecific Reactions We thank Drs. D. H. Huang and G. Siuzdak for their assistance with NMR spectroscopy and mass spectrometry, respectively. This work was financially supported by the National Institutes of Health (USA) and The Skaggs Institute for Chemical Biology, a postdoctoral fellowship from the Skaggs Institute for Research (to V.G.), and grants from Abbott, Amgen, ArrayBiopharma, Boehringer-Ingelheim, Glaxo, Hoffmann-La Roche, DuPont, Merck, Novartis, Pfizer, and Schering Plough.

  摘要：

  DOI：

  10.1002/1521-3773(20011203)40:23<4441::aid-anie4441>3.0.co;2-i
• 作为产物：
  描述：

  (2R,3S)-2-vinyltetrahydro-2H-pyran-3-ol 在 edetate disodium Oxone 、 Grubbs catalyst first generation 、 sodium azide 、 1,1,1-三氟丙酮 、 sodium hydride 、 碳酸氢钠 、 氯化铵 作用下， 以 四氢呋喃 、 甲醇 、 水 、 甲苯 、 乙腈 为溶剂， 反应 38.0h， 生成 (2R,3R,4R,4aR,8aS)-2-[(2S,3R,4R,4aR,8aS)-3-azido-4-hydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-3-azido-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-4-ol
  参考文献：
  名称：

  cis-3,4-Dichlorocyclobutene as a Versatile Synthon in Organic Synthesis. Rapid Entry into Complex Polycyclic Systems with Remarkably Stereospecific Reactions We thank Drs. D. H. Huang and G. Siuzdak for their assistance with NMR spectroscopy and mass spectrometry, respectively. This work was financially supported by the National Institutes of Health (USA) and The Skaggs Institute for Chemical Biology, a postdoctoral fellowship from the Skaggs Institute for Research (to V.G.), and grants from Abbott, Amgen, ArrayBiopharma, Boehringer-Ingelheim, Glaxo, Hoffmann-La Roche, DuPont, Merck, Novartis, Pfizer, and Schering Plough.

  摘要：

  DOI：

  10.1002/1521-3773(20011203)40:23<4441::aid-anie4441>3.0.co;2-i