methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside | 181023-20-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside
• CAS: 181023-20-1
• 化学式: C₆₃H₆₇NO₂₁
• 分子量: 1174.22
• InChiKey: QYEXCGDUIKQPKR-RJFQNVNQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.23
• 重原子数：
  85.0
• 可旋转键数：
  23.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  251.95
• 氢给体数：
  0.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside 在 吡啶 、 甲醇 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 21.0h， 生成 N-[(2R,3R,4R,5S,6R)-6-Hydroxymethyl-2-methoxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
  参考文献：
  名称：

  Synthesis of mono-, di- and trisulfated Lewis x trisaccharides

  摘要：

  3'-Sulfated and 3',6'-disulfated Lewis x trisaccharides have been prepared through selective sulfation of methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-beta-D-galactopyranosyl-3-O-(2,3,4-tri-O-benzyl-alpha-L-fucopyranosyl)-beta-D-glucopyranoside, followed by catalytic hydrogenolysis. In a similar manner, 3',6-disulfated and 3',6,6'-trisulfated Lewis x trisaccharides have been !;electively obtained from methyl 2-acetamido-2-deoxy-4-O-beta-D-galactopyranosyl-3-O-(2,3,4-tri-O-benzyl-alpha-L-fucopyranosyl)-beta-D-glucopyranoside. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00246-8
• 作为产物：
  描述：

  phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 在 甲醇 、 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 、 sodium methylate 、 silver trifluoromethanesulfonate 、 tris(p-bromophenylammoniumyl) hexachloroantimonate 、 三丁基氧化锡 、 tin(ll) chloride 作用下， 以 乙醚 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 25.67h， 生成 methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of mono-, di- and trisulfated Lewis x trisaccharides

  摘要：

  3'-Sulfated and 3',6'-disulfated Lewis x trisaccharides have been prepared through selective sulfation of methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-beta-D-galactopyranosyl-3-O-(2,3,4-tri-O-benzyl-alpha-L-fucopyranosyl)-beta-D-glucopyranoside, followed by catalytic hydrogenolysis. In a similar manner, 3',6-disulfated and 3',6,6'-trisulfated Lewis x trisaccharides have been !;electively obtained from methyl 2-acetamido-2-deoxy-4-O-beta-D-galactopyranosyl-3-O-(2,3,4-tri-O-benzyl-alpha-L-fucopyranosyl)-beta-D-glucopyranoside. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00246-8