TrocNH(-2d)Glc3Ac4Ac6Ac(b)-Sdodecyl | 1228176-38-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: TrocNH(-2d)Glc3Ac4Ac6Ac(b)-Sdodecyl
• 英文别名: [(2R,3S,4R,5R,6S)-3,4-diacetyloxy-6-dodecylsulfanyl-5-(2,2,2-trichloroethoxycarbonylamino)oxan-2-yl]methyl acetate
• CAS: 1228176-38-2
• 化学式: C₂₇H₄₄Cl₃NO₉S
• 分子量: 665.073
• InChiKey: JBGWTCCSDSPCCC-JYSSUKAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  41
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  152
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  TrocNH(-2d)Glc3Ac4Ac6Ac(b)-Sdodecyl 、 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose 在 N-碘代丁二酰亚胺 、 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以81%的产率得到1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-β-D-glucopyranose
  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：

  1,3,4,6-TETRA-O-ACETYL-2-DEOXY-2-(2,2,2-TRICHLOROETHOXYCARBONYLAMINO)-Β-D-GLUCOPYRANOSE1,3,4,6-四-O-乙酰基-2-脱氧-2-(2,2,2-三氯乙氧)-Β-D-D-吡喃葡萄糖 、 十二硫醇 在 三氟化硼乙醚 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.5h， 以97%的产率得到TrocNH(-2d)Glc3Ac4Ac6Ac(b)-Sdodecyl
  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