(4-Hydroxy-butyl)-carbamic acid (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester | 172147-73-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-Hydroxy-butyl)-carbamic acid (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester
• CAS: 172147-73-8
• 化学式: C₃₈H₄₉NO₈
• 分子量: 647.809
• InChiKey: NGWWNVWMIOXISU-MQKFJDJVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.31
• 重原子数：
  47.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (4-Hydroxy-butyl)-carbamic acid (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester 在 1,2-二溴四氯乙烷 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (4-Bromo-butyl)-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
• 作为产物：
  描述：

  4-氨基-1-丁醇 、 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 在 4-二甲氨基吡啶 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 生成 (4-Hydroxy-butyl)-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