methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside | 492440-52-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS: 492440-52-5
• 化学式: C₄₈H₅₅NO₂₄
• 分子量: 1029.96
• InChiKey: JZLMGPWVANFKJP-OIWSICHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  73.0
• 可旋转键数：
  17.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  303.16
• 氢给体数：
  0.0
• 氢受体数：
  24.0

反应信息

• 作为反应物：
  描述：

  methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 在 sodium methylate 、 乙二胺 作用下， 以 甲醇 、 仲丁醇 为溶剂， 反应 54.0h， 生成 methyl β-D-galactopyranosyl-(1->4)-α-L-fucopyranosyl-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of Lex-neoglycoconjugate to study carbohydrate–carbohydrate associations and its intramolecular interaction

  摘要：

  A straightforward synthetic strategy for the preparation of the Le(x) neoglycoconjugate (11,11'-dithio bis[undecanyl-beta-D-galactopyranosyl-(1-->4)-alpha-L-fucopyranosyl-(1-->3)-2-acetamido-2-deoxy-beta-D-glucopyranoside]) and methyl Le(x) glycoside starting from the same trisaccharide donor is reported. This donor represents a very useful precursor for the construction of Le(x) derivatives. The Le(x) neoglycoconjugate has allowed the preparation of polyvalent gold glyconanoparticles and self-assembled monolayers on gold. H-1 NMR of the Le(x) neoglycoconjugates suggests an intramolecular Le(x)-Le(x) cis-interaction in water, which is destroyed by addition of methanol. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00480-9
• 作为产物：
  描述：

  2,3,4,6-tetra-O-acetyl-D-galactopyranosyl trichloroacetimidate 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 三氟甲磺酸三甲基硅酯 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of Lex-neoglycoconjugate to study carbohydrate–carbohydrate associations and its intramolecular interaction

  摘要：

  A straightforward synthetic strategy for the preparation of the Le(x) neoglycoconjugate (11,11'-dithio bis[undecanyl-beta-D-galactopyranosyl-(1-->4)-alpha-L-fucopyranosyl-(1-->3)-2-acetamido-2-deoxy-beta-D-glucopyranoside]) and methyl Le(x) glycoside starting from the same trisaccharide donor is reported. This donor represents a very useful precursor for the construction of Le(x) derivatives. The Le(x) neoglycoconjugate has allowed the preparation of polyvalent gold glyconanoparticles and self-assembled monolayers on gold. H-1 NMR of the Le(x) neoglycoconjugates suggests an intramolecular Le(x)-Le(x) cis-interaction in water, which is destroyed by addition of methanol. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00480-9