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-galactopyranoside trichloroacetimidate | 262436-05-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 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-galactopyranoside trichloroacetimidate
• 英文别名: Fuc2Ac3Ac4Ac(a1-2)[GalNAc3Ac4Ac6Ac(a1-3)]Gal4Ac6Ac(a)-O-C(NH)CCl3；[(2R,3R,4R,5R,6R)-5-acetamido-3,4-diacetyloxy-6-[(2R,3S,4S,5R,6R)-3-acetyloxy-2-(acetyloxymethyl)-5-[(2S,3S,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-6-(2,2,2-trichloroethanimidoyl)oxyoxan-4-yl]oxyoxan-2-yl]methyl acetate
• CAS: 262436-05-5
• 化学式: C₃₈H₅₁Cl₃N₂O₂₃
• 分子量: 1010.18
• InChiKey: QSJPXZIOUKRVHQ-MWJVMHFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  66
• 可旋转键数：
  25
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  319
• 氢给体数：
  2
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  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-galactopyranoside trichloroacetimidate 、 N-[3-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-propyl]-2,2,2-trifluoro-acetamide 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.5h， 生成 C₅₆H₇₄F₃N₃O₂₉
  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：

  2-(4,6-di-tert-butylbenzoxazol-2-yl)ethyl 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-galactopyranoside 在 sodium acetate 、 乙酸肼 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 243.83h， 生成 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-galactopyranoside trichloroacetimidate
  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