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-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside | 1361030-10-5

• 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-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside
• 英文别名: [(2R,3S,4R,5R,6R)-5-acetamido-4-[(2R,3R,4S,5S,6R)-4-[(2R,3R,4R,5R,6R)-3-acetamido-4,5-diacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-5-acetyloxy-6-(acetyloxymethyl)-3-[(2S,3S,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-acetyloxy-6-[3-[(2,2,2-trifluoroacetyl)amino]propoxy]oxan-2-yl]methyl acetate
• CAS: 1361030-10-5
• 化学式: C₅₃H₇₄F₃N₃O₃₁
• 分子量: 1306.17
• InChiKey: APZJXBSNKOTHCX-WLEOIXPHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  90
• 可旋转键数：
  36
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  424
• 氢给体数：
  3
• 氢受体数：
  34

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-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside 在 甲醇 、 sodium methylate 作用下， 以97%的产率得到3-aminopropyl 2-acetamido-2-deoxy-α-D-galactopyranosyl-(1->3)-[α-L-fucopyranosyl-(1->2)]-β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside
  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：

  C₅₆H₇₄F₃N₃O₂₉ 在 吡啶 、 溶剂黄146 作用下， 反应 11.0h， 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-β-D-galactopyranosyl-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside
  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