(2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-[(2R,3S,4R)-4-(5-bromo-pentyloxy)-2-(4-phenyl-butoxymethyl)-tetrahydro-pyran-3-yloxy]-6-methyl-tetrahydro-pyran | 191926-20-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-[(2R,3S,4R)-4-(5-bromo-pentyloxy)-2-(4-phenyl-butoxymethyl)-tetrahydro-pyran-3-yloxy]-6-methyl-tetrahydro-pyran
• CAS: 191926-20-2
• 化学式: C₄₈H₆₁BrO₈
• 分子量: 845.912
• InChiKey: HOIVFWGFXPQTPL-RUSWUFSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.65
• 重原子数：
  57.0
• 可旋转键数：
  24.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.84
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-[(2R,3S,4R)-4-(5-bromo-pentyloxy)-2-(4-phenyl-butoxymethyl)-tetrahydro-pyran-3-yloxy]-6-methyl-tetrahydro-pyran 在 palladium on activated charcoal sodium hydroxide 、 二苯并-18-冠醚-6 、 氢气 、 potassium carbonate 作用下， 反应 26.0h， 生成 2-{5-[(2R,3S,4R)-2-(4-Phenyl-butoxymethyl)-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-pentyl}-malonic acid
  参考文献：
  名称：

  MALONIC ACID DERIVATIVES AS SIALYL LEWIS X MIMETICS

  摘要：

  Malonic acid derivatives designed as mimetics of the sialyl Lewis X determinant were synthesized. Their inhibitory potency for selectin mediated cell adhesion was evaluated in cell culture assays and in vivo. The receptor binding affinity for E- and P-selectins of simple mimetics was found to be comparable to the potency of the tetrasaccharide sialyl Lewis X. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00214-x
• 作为产物：
  描述：

  4-phenylbutyl 4-methylbenzenesulfonate 在 Wilkinson's catalyst 、 二苯并-18-冠醚-6 、 1,2-二溴四氯乙烷 、 三氟甲磺酸三甲基硅酯 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 27.0h， 生成 (2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-[(2R,3S,4R)-4-(5-bromo-pentyloxy)-2-(4-phenyl-butoxymethyl)-tetrahydro-pyran-3-yloxy]-6-methyl-tetrahydro-pyran
  参考文献：
  名称：

  MALONIC ACID DERIVATIVES AS SIALYL LEWIS X MIMETICS

  摘要：

  Malonic acid derivatives designed as mimetics of the sialyl Lewis X determinant were synthesized. Their inhibitory potency for selectin mediated cell adhesion was evaluated in cell culture assays and in vivo. The receptor binding affinity for E- and P-selectins of simple mimetics was found to be comparable to the potency of the tetrasaccharide sialyl Lewis X. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00214-x