[(2R,3S,4R,5R,6S)-5-acetamido-6-[[(1R,2S,3R,4R,5R)-4-acetamido-3-[(2S,3S,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy]-3,4-diacetyloxyoxan-2-yl]methyl acetate | 1228176-42-8

• 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,4R,5R,6S)-5-acetamido-6-[[(1R,2S,3R,4R,5R)-4-acetamido-3-[(2S,3S,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy]-3,4-diacetyloxyoxan-2-yl]methyl acetate
• CAS: 1228176-42-8
• 化学式: C₃₄H₄₈N₂O₂₀
• 分子量: 804.757
• InChiKey: SBCDVKMQRQXORX-AQZFHVFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  56
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  271
• 氢给体数：
  2
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4R,5R,6S)-5-acetamido-6-[[(1R,2S,3R,4R,5R)-4-acetamido-3-[(2S,3S,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy]-3,4-diacetyloxyoxan-2-yl]methyl acetate 、 乙酸酐 在 三氟化硼乙醚 作用下， 反应 4.0h， 生成 Fuc2Ac3Ac4Ac(a1-3)[GlcNAc3Ac4Ac6Ac(b1-4)]b-GlcNAc1Ac6Ac 、
  参考文献：
  名称：

  Synthetic construction of a fucosyl chitobiose as an allergen-associated carbohydrate epitope and the glycopolymer involving highly clustered trisaccharidic sequences

  摘要：

  Synthetic construction of fucosyl chitobiose [GlcNAc beta 1 -> 4(Fuc alpha 1 -> 3)GlcNAc] as an allergy-associated carbohydrate epitope was accomplished from three building blocks. The trisaccharidic unit was further transformed into a carbohydrate monomer and polymerization of the glycomonomer proceeded smoothly to provide a series of glycopolymers having various carbohydrate densities. In addition to the organic syntheses, biological evaluations of the glycomonomer and the polymers were carried out and sugar-clustering effects were observed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.004
• 作为产物：
  描述：

  [(2R,3S,4R,5R,6S)-5-acetamido-6-[[(1R,2S,3R,4R,5R)-4-acetamido-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy]-3,4-diacetyloxyoxan-2-yl]methyl acetate 、 乙酸酐 在 吡啶 作用下， 生成 [(2R,3S,4R,5R,6S)-5-acetamido-6-[[(1R,2S,3R,4R,5R)-4-acetamido-3-[(2S,3S,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy]-3,4-diacetyloxyoxan-2-yl]methyl acetate
  参考文献：
  名称：

  Synthetic construction of a fucosyl chitobiose as an allergen-associated carbohydrate epitope and the glycopolymer involving highly clustered trisaccharidic sequences

  摘要：

  Synthetic construction of fucosyl chitobiose [GlcNAc beta 1 -> 4(Fuc alpha 1 -> 3)GlcNAc] as an allergy-associated carbohydrate epitope was accomplished from three building blocks. The trisaccharidic unit was further transformed into a carbohydrate monomer and polymerization of the glycomonomer proceeded smoothly to provide a series of glycopolymers having various carbohydrate densities. In addition to the organic syntheses, biological evaluations of the glycomonomer and the polymers were carried out and sugar-clustering effects were observed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.004