I+/--L-Galactopyranoside, (3aR,5R,6S,7R,7aR)-5-[(acetyloxy)methyl]-3a,6,7,7a-tetrahydro-2-methyl-6-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-I(2)-D-glucopyranosyl]oxy]-5H-pyrano[3,2-d]oxazol-7-yl 6-deoxy-, 2,3,4-triacetate | 1228176-44-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: I+/--L-Galactopyranoside, (3aR,5R,6S,7R,7aR)-5-[(acetyloxy)methyl]-3a,6,7,7a-tetrahydro-2-methyl-6-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-I(2)-D-glucopyranosyl]oxy]-5H-pyrano[3,2-d]oxazol-7-yl 6-deoxy-, 2,3,4-triacetate
• 英文别名: [(3aR,5R,6S,7R,7aR)-6-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-diacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-2-methyl-7-[(2S,3S,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]oxazol-5-yl]methyl acetate
• CAS: 1228176-44-0
• 化学式: C₃₆H₅₀N₂O₂₁
• 分子量: 846.794
• InChiKey: MPMACBMPNQVXLF-MLKNHSBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.94
• 重原子数：
  59.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  280.94
• 氢给体数：
  1.0
• 氢受体数：
  22.0

反应信息

• 作为反应物：
  描述：

  I+/--L-Galactopyranoside, (3aR,5R,6S,7R,7aR)-5-[(acetyloxy)methyl]-3a,6,7,7a-tetrahydro-2-methyl-6-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-I(2)-D-glucopyranosyl]oxy]-5H-pyrano[3,2-d]oxazol-7-yl 6-deoxy-, 2,3,4-triacetate 、 N-6-hydroxyhexyl acrylamide 在 4-甲基苯磺酸吡啶 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以68%的产率得到
  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：

  Fuc2Ac3Ac4Ac(a1-3)[GlcNAc3Ac4Ac6Ac(b1-4)]GlcNAc1Ac6Ac 在 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.0h， 以97%的产率得到I+/--L-Galactopyranoside, (3aR,5R,6S,7R,7aR)-5-[(acetyloxy)methyl]-3a,6,7,7a-tetrahydro-2-methyl-6-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-I(2)-D-glucopyranosyl]oxy]-5H-pyrano[3,2-d]oxazol-7-yl 6-deoxy-, 2,3,4-triacetate
  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