(2R,3S,4S,5R,6R)-2-((((2S,3aR,5R,6S,7S,7aR)-6,7-diacetoxy-5-(acetoxymethyl)-2-methyltetrahydro-5H-[1,3]dioxolo[4,5-b]pyran-2-yl)oxy)methyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl tribenzoate | 311806-08-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R,3S,4S,5R,6R)-2-((((2S,3aR,5R,6S,7S,7aR)-6,7-diacetoxy-5-(acetoxymethyl)-2-methyltetrahydro-5H-[1,3]dioxolo[4,5-b]pyran-2-yl)oxy)methyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl tribenzoate
• CAS: 311806-08-3
• 化学式: C₄₂H₄₄O₁₈
• 分子量: 836.801
• InChiKey: QOYLBSDSPWDLDH-XPTORUEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  60.0
• 可旋转键数：
  14.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  213.18
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S,5R,6R)-2-((((2S,3aR,5R,6S,7S,7aR)-6,7-diacetoxy-5-(acetoxymethyl)-2-methyltetrahydro-5H-[1,3]dioxolo[4,5-b]pyran-2-yl)oxy)methyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl tribenzoate 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以82%的产率得到methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside
  参考文献：
  名称：

  Regio- and Stereoselective Synthesis of 1→6 Linked Manno-, Gluco-, and Galactopyranose Di-, Tri-, and Tetrasaccharides Via Orthoester Intermediates

  摘要：

  1-->6 Linked manno-, gluco-, and galactopyranose di-, tri-, and tetrasaccharides with 1,2-trans glycosidic linkages were concisely and effectively synthesized using peracetylated glycosyl bromides as the donors and unprotected or partially protected glycopyranosides as the accepters via orthoester intermediates.

  DOI：

  10.1080/07328300008544122
• 作为产物：
  描述：

  甲基-Β-D-吡喃半乳糖苷 在 吡啶 、 2,4-二甲基吡啶 、 silver trifluoromethanesulfonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2R,3S,4S,5R,6R)-2-((((2S,3aR,5R,6S,7S,7aR)-6,7-diacetoxy-5-(acetoxymethyl)-2-methyltetrahydro-5H-[1,3]dioxolo[4,5-b]pyran-2-yl)oxy)methyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl tribenzoate
  参考文献：
  名称：

  Regio- and Stereoselective Synthesis of 1→6 Linked Manno-, Gluco-, and Galactopyranose Di-, Tri-, and Tetrasaccharides Via Orthoester Intermediates

  摘要：

  1-->6 Linked manno-, gluco-, and galactopyranose di-, tri-, and tetrasaccharides with 1,2-trans glycosidic linkages were concisely and effectively synthesized using peracetylated glycosyl bromides as the donors and unprotected or partially protected glycopyranosides as the accepters via orthoester intermediates.

  DOI：

  10.1080/07328300008544122