N-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyloxycarbonyl)]glycyldioctadecylamide | 415918-05-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyloxycarbonyl)]glycyldioctadecylamide
• 英文别名: [(2R,3R,4S,5R,6S)-4,5-diacetyloxy-6-[[2-(dioctadecylamino)-2-oxoethyl]carbamoyloxy]-3-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 415918-05-7
• 化学式: C₆₅H₁₁₂N₂O₂₀
• 分子量: 1241.61
• InChiKey: WSLHUEZMLMORKM-MIXICDTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.3
• 重原子数：
  87
• 可旋转键数：
  56
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  270
• 氢给体数：
  1
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  N-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyloxycarbonyl)]glycyldioctadecylamide 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 以60%的产率得到N-[(β-D-galactopyranosyl)-(1->4)-(β-D-glucopyranosyloxy-carbonyl)]glycyldioctadecylamide
  参考文献：
  名称：

  SYNTHESIS OF NEW GALACTOSYL AND LACTOSYL CARBAMATE-CONTAINING GLYCOLIPIDS

  摘要：

  An efficient synthesis of mono-, di- and tetrasaccharides linked to a lipid has been developed. Galactose or lactose was covalently coupled to a glycyldioctadecylamide, via well-defined chemical steps, in both an alpha and beta anomeric configuration. The multiantennary galactosyl ligands were obtained using 1,3-diamino-2-propanol as a scaffold.

  DOI：

  10.1081/car-100108661
• 作为产物：
  描述：

  2,3,6,2',3',4',6'-hepta-O-acetyl-lactose 在 吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 N-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyloxycarbonyl)]glycyldioctadecylamide
  参考文献：
  名称：

  SYNTHESIS OF NEW GALACTOSYL AND LACTOSYL CARBAMATE-CONTAINING GLYCOLIPIDS

  摘要：

  An efficient synthesis of mono-, di- and tetrasaccharides linked to a lipid has been developed. Galactose or lactose was covalently coupled to a glycyldioctadecylamide, via well-defined chemical steps, in both an alpha and beta anomeric configuration. The multiantennary galactosyl ligands were obtained using 1,3-diamino-2-propanol as a scaffold.

  DOI：

  10.1081/car-100108661