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 | 181023-21-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 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
• CAS: 181023-21-2
• 化学式: C₄₂H₅₅NO₁₅
• 分子量: 813.896
• InChiKey: WEZUXCMUCWZDBF-WUELDJQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.93
• 重原子数：
  58.0
• 可旋转键数：
  17.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  213.32
• 氢给体数：
  6.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  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 在 三甲基铵三氧化硫共聚物 、 二正丁基氧化锡 作用下， 生成 、 、 、
  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 吡啶 、 甲醇 、 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 、 sodium methylate 、 silver trifluoromethanesulfonate 、 tris(p-bromophenylammoniumyl) hexachloroantimonate 、 一水合肼 、 三丁基氧化锡 、 tin(ll) chloride 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 46.67h， 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