10-methoxycarbonyl-6,7,8,9,10-pentadeoxy-α-L-galacto-decopyranosyl-(1->2)-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->4)-2,3;4,6-di-O-isopropylidene-D-glucose dimethyl acetal | 408497-13-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 10-methoxycarbonyl-6,7,8,9,10-pentadeoxy-α-L-galacto-decopyranosyl-(1->2)-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->4)-2,3;4,6-di-O-isopropylidene-D-glucose dimethyl acetal
• CAS: 408497-13-2
• 化学式: C₃₅H₆₀O₁₈
• 分子量: 768.851
• InChiKey: GRDAPRMROHRERC-YQPMSLEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.22
• 重原子数：
  53.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  217.98
• 氢给体数：
  4.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  10-methoxycarbonyl-6,7,8,9,10-pentadeoxy-α-L-galacto-decopyranosyl-(1->2)-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->4)-2,3;4,6-di-O-isopropylidene-D-glucose dimethyl acetal 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 6.0h， 生成 10-methoxycarbonyl-6,7,8,9,10-pentadeoxy-α-L-galactopyranosyl-(1->2)-β-D-galactopyranosyl-(1->4)-β-D-glucopyranose 、 10-methoxycarbonyl-6,7,8,9,10-pentadeoxy-α-L-galactopyranosyl-(1->2)-β-D-galactopyranosyl-(1->4)-α-D-glucopyranose
  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：

  10-methoxycarbonyl-2,3,4-tri-O-trimethylsilyl-6,7,8,9,10-pentadeoxy-α-L-galacto-decopyranosyl-(1->2)-6-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->4)-2,3;4,6-di-O-isopropylidene-D-glucose dimethyl acetal 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以81%的产率得到10-methoxycarbonyl-6,7,8,9,10-pentadeoxy-α-L-galacto-decopyranosyl-(1->2)-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->4)-2,3;4,6-di-O-isopropylidene-D-glucose dimethyl acetal
  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