N-{3-[(2R,3R,4R,5S,6R)-3-Acetylamino-6-benzyloxymethyl-5-((3aS,4R,6S,7R,7aR)-4-benzyloxymethyl-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-4-hydroxy-tetrahydro-pyran-2-yloxy]-propyl}-2,2,2-trifluoro-acetamide | 497173-07-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-{3-[(2R,3R,4R,5S,6R)-3-Acetylamino-6-benzyloxymethyl-5-((3aS,4R,6S,7R,7aR)-4-benzyloxymethyl-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-4-hydroxy-tetrahydro-pyran-2-yloxy]-propyl}-2,2,2-trifluoro-acetamide
• CAS: 497173-07-6
• 化学式: C₃₆H₄₇F₃N₂O₁₂
• 分子量: 756.771
• InChiKey: BHMZTBURZSFFGZ-NOUZRHQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  53.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  172.5
• 氢给体数：
  4.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  N-{3-[(2R,3R,4R,5S,6R)-3-Acetylamino-6-benzyloxymethyl-5-((3aS,4R,6S,7R,7aR)-4-benzyloxymethyl-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-4-hydroxy-tetrahydro-pyran-2-yloxy]-propyl}-2,2,2-trifluoro-acetamide 在 吡啶 、 三氟乙酸 作用下， 生成 Acetic acid (2R,3S,4R,5R,6R)-3-((2S,3R,4S,5R,6R)-3-acetoxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-5-acetylamino-2-benzyloxymethyl-6-[3-(2,2,2-trifluoro-acetylamino)-propoxy]-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis of histo blood-group antigens A and B (type 2), xenoantigen Galα1-3Galβ1-4GlcNAc and related type 2 backbone oligosaccharides as haptens in spacered form

  摘要：

  The partial alpha-fucosylation of spacered (sp = CH2CH2CH2NH2) N-acetyl beta-lactosamine derivative having free hydroxy groups at C-3 and C-2' gives rise to oligosaccharides H (type 2), Le(x) and Le(y), the first one was further elongated giving rise to A (type 2) or B (type 2) tetrasaccharides; spacered trisaccharides Galalpha1-3Galbeta1-4GlcNAc and Galalpha1-4Galbeta1-4GlcNAc were synthesised by the partial alpha-galactosylation of N-acetyl beta-lactosamine derivative, having free hydroxy groups at C-4' and C-3'.

  DOI：

  10.1070/mc2002v012n04abeh001591
• 作为产物：
  描述：

  3-(trifluoroacetamido)propyl 2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside 在 sodium methylate 、 silver trifluoromethanesulfonate 、 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 生成 N-{3-[(2R,3R,4R,5S,6R)-3-Acetylamino-6-benzyloxymethyl-5-((3aS,4R,6S,7R,7aR)-4-benzyloxymethyl-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-4-hydroxy-tetrahydro-pyran-2-yloxy]-propyl}-2,2,2-trifluoro-acetamide
  参考文献：
  名称：

  Synthesis of histo blood-group antigens A and B (type 2), xenoantigen Galα1-3Galβ1-4GlcNAc and related type 2 backbone oligosaccharides as haptens in spacered form

  摘要：

  The partial alpha-fucosylation of spacered (sp = CH2CH2CH2NH2) N-acetyl beta-lactosamine derivative having free hydroxy groups at C-3 and C-2' gives rise to oligosaccharides H (type 2), Le(x) and Le(y), the first one was further elongated giving rise to A (type 2) or B (type 2) tetrasaccharides; spacered trisaccharides Galalpha1-3Galbeta1-4GlcNAc and Galalpha1-4Galbeta1-4GlcNAc were synthesised by the partial alpha-galactosylation of N-acetyl beta-lactosamine derivative, having free hydroxy groups at C-4' and C-3'.

  DOI：

  10.1070/mc2002v012n04abeh001591