3-trifluoroacetamidopropyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl-(1->3)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->2)]-4,6-di-O-acetyl-α-D-galactopyranosyl-(1->3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside | 1361030-22-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-trifluoroacetamidopropyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl-(1->3)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->2)]-4,6-di-O-acetyl-α-D-galactopyranosyl-(1->3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside
• 英文别名: [(2R,3R,4R,5R,6R)-5-acetamido-3,4-diacetyloxy-6-[(2S,3R,4S,5S,6R)-5-acetyloxy-2-[(2R,3R,4R,5R,6R)-3-acetyloxy-2-(acetyloxymethyl)-5-azido-6-[3-[(2,2,2-trifluoroacetyl)amino]propoxy]oxan-4-yl]oxy-6-(acetyloxymethyl)-3-[(2S,3S,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxyoxan-2-yl]methyl acetate
• CAS: 1361030-22-9
• 化学式: C₅₁H₇₀F₃N₅O₃₀
• 分子量: 1290.13
• InChiKey: YVPYTYRDWHPCDN-BTBJNYCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  89
• 可旋转键数：
  36
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  409
• 氢给体数：
  2
• 氢受体数：
  35

反应信息

• 作为反应物：
  描述：

  3-trifluoroacetamidopropyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl-(1->3)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->2)]-4,6-di-O-acetyl-α-D-galactopyranosyl-(1->3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside 在 甲醇 、 palladium 10% on activated carbon 、 水 、 氢气 、 sodium methylate 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 9.0h， 生成 3-aminopropyl 2-acetamido-2-deoxy-α-D-galactopyranosyl-(1->3)-[a-L-fucopyranosyl-(1->2)]-α-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-β-D-galactopyranoside
  参考文献：
  名称：

  Block synthesis of A tetrasaccharides (types 1, 3, and 4) related to the human ABO blood group system

  摘要：

  Blood group A tetrasaccharides of different types have the same terminal trisaccharide fragment that allows using a block scheme in their synthesis. 3-Aminopropyl glycosides of tetrasaccharides GalNAc alpha 1-3(Fuc alpha 1-2)Gal beta 1-3GlcNAc beta (A type 1), GalNAc alpha 1-3(Fuc alpha 1-2)Gal beta 1-3GalNAc alpha (A type 3), and GalNAc alpha 1-3(Fuc alpha 1-2)Gal beta 1-3GalNAc beta (A type 4) were synthesised using acetylated Gal alpha 1-3(Fuc alpha 1-2)Gal trichloroacetimidate as a glycosyl donor at the key stage. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.12.013
• 作为产物：
  描述：

  在 吡啶 、 溶剂黄146 作用下， 反应 18.0h， 生成 3-trifluoroacetamidopropyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl-(1->3)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->2)]-4,6-di-O-acetyl-α-D-galactopyranosyl-(1->3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside
  参考文献：
  名称：

  Block synthesis of A tetrasaccharides (types 1, 3, and 4) related to the human ABO blood group system

  摘要：

  Blood group A tetrasaccharides of different types have the same terminal trisaccharide fragment that allows using a block scheme in their synthesis. 3-Aminopropyl glycosides of tetrasaccharides GalNAc alpha 1-3(Fuc alpha 1-2)Gal beta 1-3GlcNAc beta (A type 1), GalNAc alpha 1-3(Fuc alpha 1-2)Gal beta 1-3GalNAc alpha (A type 3), and GalNAc alpha 1-3(Fuc alpha 1-2)Gal beta 1-3GalNAc beta (A type 4) were synthesised using acetylated Gal alpha 1-3(Fuc alpha 1-2)Gal trichloroacetimidate as a glycosyl donor at the key stage. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.12.013