2,3,4-tri-O-acetyl-10-(4-benzamido-2,5-diethyloxyphenylaminocarbonyl)-6,7,8,9,10-pentadeoxy-α-L-galacto-decopyranosyl bromide | 408496-92-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3,4-tri-O-acetyl-10-(4-benzamido-2,5-diethyloxyphenylaminocarbonyl)-6,7,8,9,10-pentadeoxy-α-L-galacto-decopyranosyl bromide
• 英文别名: [(2S,3R,4R,5S,6S)-4,5-diacetyloxy-2-[6-(4-benzamido-2,5-diethoxyanilino)-6-oxohexyl]-6-bromooxan-3-yl] acetate
• CAS: 408496-92-4
• 化学式: C₃₄H₄₃BrN₂O₁₁
• 分子量: 735.626
• InChiKey: GQWUUMRNCSYBPJ-GXCPKCQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.54
• 重原子数：
  48.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  164.79
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  2,3,4-tri-O-acetyl-10-(4-benzamido-2,5-diethyloxyphenylaminocarbonyl)-6,7,8,9,10-pentadeoxy-α-L-galacto-decopyranosyl bromide 在 4 A molecular sieve 、 环己胺 、 tetrabutylammonium phosphate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 2.0h， 生成 bis(triethylammonium) 10-(4-benzamido-2,5-diethyloxyphenylaminocarbonyl)-6,7,8,9,10-pentadeoxy-β-L-galacto-decopyranos-1-yl phosphate
  参考文献：
  名称：

  SYNTHESIS AND APPLICATION OF SPACER-MODIFIED L-FUCOSE ANALOGUES1

  摘要：

  Starting from 6-O-tert-butyldimethylsilyl-2,3;4,5-di-O-isopropylidenealdehydo-D-galactose (1), the carbon backbone elongated GDP-L-fucose analogue 15 bearing a chromophore tag at the end of a spacer was synthesized. Additionally, the analogues of 3-L-fucosyllactose (29) and 2'-L-fucosyllactose (36), where the fucosyl moiety is marked by a five atom alkyl chain at C-5, were prepared as labeled oligosaccharides of human milk.

  DOI：

  10.1081/car-100108277
• 作为产物：
  描述：

  1,2,3,4-tetra-O-acetyl-10-(4-benzamido-2,5-diethyloxyphenylaminocarbonyl)-6,7,8,9,10-pentadeoxy-α/β-L-galacto-decopyranose 在 乙酰溴 、 水 、 乙酸酐 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 2.0h， 生成 2,3,4-tri-O-acetyl-10-(4-benzamido-2,5-diethyloxyphenylaminocarbonyl)-6,7,8,9,10-pentadeoxy-α-L-galacto-decopyranosyl bromide
  参考文献：
  名称：

  SYNTHESIS AND APPLICATION OF SPACER-MODIFIED L-FUCOSE ANALOGUES1

  摘要：

  Starting from 6-O-tert-butyldimethylsilyl-2,3;4,5-di-O-isopropylidenealdehydo-D-galactose (1), the carbon backbone elongated GDP-L-fucose analogue 15 bearing a chromophore tag at the end of a spacer was synthesized. Additionally, the analogues of 3-L-fucosyllactose (29) and 2'-L-fucosyllactose (36), where the fucosyl moiety is marked by a five atom alkyl chain at C-5, were prepared as labeled oligosaccharides of human milk.

  DOI：

  10.1081/car-100108277