(3-Hydroxy-propyl)-carbamic acid (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester | 191926-09-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3-Hydroxy-propyl)-carbamic acid (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester
• CAS: 191926-09-7
• 化学式: C₃₇H₄₇NO₈
• 分子量: 633.782
• InChiKey: ABWLUKNQJOGMSO-VGBNKPNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.92
• 重原子数：
  46.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  104.71
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (3-Hydroxy-propyl)-carbamic acid (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester 在 palladium on activated charcoal sodium hydroxide 、 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 二氯甲烷 为溶剂， 反应 28.0h， 生成 2-{3-[(1R,2R)-2-((2S,3S,4R,5S,6S)-3,4,5-Trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxycarbonylamino]-propyl}-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：

  对硝基苯基氯甲酸酯 、 (1R,2R)-2-[(2S,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxycyclohexan-1-ol 、 3-氨基-1-丙醇 在 4-二甲氨基吡啶 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 生成 (3-Hydroxy-propyl)-carbamic acid (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester
  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