(2S,4S,4a'S,5R,5'R,6R,7'R,8'R,8a'S)-5-azido-7',8'-bis(benzyloxy)-5'-((benzyloxy)methyl)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)octahydro-3'H,5'H-spiro[pyran-2,2'-pyrano[3,4-b][1,4]dioxin]-3'-one | 255876-31-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,4S,4a'S,5R,5'R,6R,7'R,8'R,8a'S)-5-azido-7',8'-bis(benzyloxy)-5'-((benzyloxy)methyl)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)octahydro-3'H,5'H-spiro[pyran-2,2'-pyrano[3,4-b][1,4]dioxin]-3'-one
• CAS: 255876-31-4
• 化学式: C₃₆H₄₁N₃O₁₂
• 分子量: 707.734
• InChiKey: JARJZNMPZCSZEN-AMSNQQQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.28
• 重原子数：
  51.0
• 可旋转键数：
  14.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  211.36
• 氢给体数：
  4.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (2S,4S,4a'S,5R,5'R,6R,7'R,8'R,8a'S)-5-azido-7',8'-bis(benzyloxy)-5'-((benzyloxy)methyl)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)octahydro-3'H,5'H-spiro[pyran-2,2'-pyrano[3,4-b][1,4]dioxin]-3'-one 在 Lindlar's catalyst 氢气 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Syntheses of G_M4 and G_M3 Intermediates via Alkylation and Subsequent Intramolecular Glycosidation of 2-Alkoxy-2-phenylthioacetate

  摘要：

  [GRAPHICS]We developed a new method for alpha-glycoside formation of sialyl conjugates based on alkylation and subsequent intramolecular glycosidation of 2-alkoxy-2-phenylthioacetate. By this method we succeeded in the syntheses of G(M4) and G(M3) intermediates.

  DOI：

  10.1021/ol990245k
• 作为产物：
  描述：

  (2S,4R,4a'S,5R,5'R,6R,7'R,8'R,8a'S)-7',8'-bis(benzyloxy)-5'-((benzyloxy)methyl)-6-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(methoxymethoxy)methyl)-4,5-dihydroxyoctahydro-3'H,5'H-spiro[pyran-2,2'-pyrano[3,4-b][1,4]dioxin]-3'-one 在 吡啶 、 咪唑 、 18-冠醚-6 、 叠氮化四丁基铵 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 (2S,4S,4a'S,5R,5'R,6R,7'R,8'R,8a'S)-5-azido-7',8'-bis(benzyloxy)-5'-((benzyloxy)methyl)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)octahydro-3'H,5'H-spiro[pyran-2,2'-pyrano[3,4-b][1,4]dioxin]-3'-one
  参考文献：
  名称：

  Syntheses of G_M4 and G_M3 Intermediates via Alkylation and Subsequent Intramolecular Glycosidation of 2-Alkoxy-2-phenylthioacetate

  摘要：

  [GRAPHICS]We developed a new method for alpha-glycoside formation of sialyl conjugates based on alkylation and subsequent intramolecular glycosidation of 2-alkoxy-2-phenylthioacetate. By this method we succeeded in the syntheses of G(M4) and G(M3) intermediates.

  DOI：

  10.1021/ol990245k