(2S,3S,4R,5R,6S)-2-[(1R,2R)-2-(8-Allyloxy-octyloxy)-cyclohexyloxy]-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran | 191925-88-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4R,5R,6S)-2-[(1R,2R)-2-(8-Allyloxy-octyloxy)-cyclohexyloxy]-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran
• CAS: 191925-88-9
• 化学式: C₄₄H₆₀O₇
• 分子量: 700.956
• InChiKey: AXQMQNIFNUXTNZ-XIYQQWNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.38
• 重原子数：
  51.0
• 可旋转键数：
  23.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  64.61
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2S,3S,4R,5R,6S)-2-[(1R,2R)-2-(8-Allyloxy-octyloxy)-cyclohexyloxy]-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran 在 palladium on activated charcoal sodium hydroxide 、 Wilkinson's catalyst 、 二苯并-18-冠醚-6 、 1,2-二溴四氯乙烷 、 氢气 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 35.0h， 生成 2-{8-[(1R,2R)-2-((2S,3S,4R,5S,6S)-3,4,5-Trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-octyl}-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：

  (1R,2R)-2-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxycyclohexan-1-ol 、 8-(allyloxy)octyl tosylate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 (2S,3S,4R,5R,6S)-2-[(1R,2R)-2-(8-Allyloxy-octyloxy)-cyclohexyloxy]-3,4,5-tris-benzyloxy-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