2-(trifluoroacetamido)ethyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-[2,4-di-O-acetyl-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside | 1007126-90-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(trifluoroacetamido)ethyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-[2,4-di-O-acetyl-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside
• CAS: 1007126-90-0
• 化学式: C₄₀H₅₆F₃N₃O₂₄
• 分子量: 1019.89
• InChiKey: SMDWJDNJNDFQKX-DOZMIVNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.59
• 重原子数：
  70.0
• 可旋转键数：
  20.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  347.01
• 氢给体数：
  4.0
• 氢受体数：
  24.0

反应信息

• 作为反应物：
  描述：

  2-(trifluoroacetamido)ethyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-[2,4-di-O-acetyl-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside 、 3,4,6-tri-O-acetyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-α-D-glucopyranosyl bromide 在 4 A molecular sieve 、 silver trifluoromethanesulfonate 、 1,1,3,3-四甲基脲 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of N-acetyllactosamine-containing oligosaccharides, galectin ligands

  摘要：

  The following spacered oligosaccharides were synthesized: GlcNAc beta 1-3Gal beta 1-4GlcNAc beta-sp, GlcNAc beta 1-6Gal beta 1-4GlcNAc beta-sp, GlcNAc beta 1-3(GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta-sp, Gal beta 1-4GlcNAc beta 1-3Gal beta 1-4GlcNAc beta-sp, Gal beta 1-4GlcNAc beta 1-6Gal beta 1-4GlcNAc beta-sp, Gal beta 1-4GlcNAc beta 1-3(Gal beta 1-4GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta-sp, GlcNAc beta 1-3(Gal beta 1-4GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta-sp, and Gal beta 1-4GlcNAc beta 1-3(GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta-sp (sp = O(CH2)(2)NH2). They represent N-acetyllactosamines substituted with N-acetylglycosamine or N-acetyllalctosamine residue at O3, O6, or at both positions of galactose. Glycosylation was achieved by coupling with N-trichloroethoxycarbonyl-protected glucosamine bromide in the presence of silver triflate.

  DOI：

  10.1134/s1068162007010141
• 作为产物：
  描述：

  2-(trifluoroacetamido)ethyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-[2,4-di-O-acetyl-6-O-benzyl-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside 在 palladium on activated charcoal 氢气 作用下， 以85%的产率得到2-(trifluoroacetamido)ethyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-[2,4-di-O-acetyl-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of N-acetyllactosamine-containing oligosaccharides, galectin ligands

  摘要：

  The following spacered oligosaccharides were synthesized: GlcNAc beta 1-3Gal beta 1-4GlcNAc beta-sp, GlcNAc beta 1-6Gal beta 1-4GlcNAc beta-sp, GlcNAc beta 1-3(GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta-sp, Gal beta 1-4GlcNAc beta 1-3Gal beta 1-4GlcNAc beta-sp, Gal beta 1-4GlcNAc beta 1-6Gal beta 1-4GlcNAc beta-sp, Gal beta 1-4GlcNAc beta 1-3(Gal beta 1-4GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta-sp, GlcNAc beta 1-3(Gal beta 1-4GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta-sp, and Gal beta 1-4GlcNAc beta 1-3(GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta-sp (sp = O(CH2)(2)NH2). They represent N-acetyllactosamines substituted with N-acetylglycosamine or N-acetyllalctosamine residue at O3, O6, or at both positions of galactose. Glycosylation was achieved by coupling with N-trichloroethoxycarbonyl-protected glucosamine bromide in the presence of silver triflate.

  DOI：

  10.1134/s1068162007010141