Piperidine-1,4,4-tricarboxylic acid diethyl ester (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester | 189323-12-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Piperidine-1,4,4-tricarboxylic acid diethyl ester (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester
• CAS: 189323-12-4
• 化学式: C₄₅H₅₇NO₁₁
• 分子量: 787.948
• InChiKey: NBSPEIJLGVVGQJ-GTNRSEOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.16
• 重原子数：
  57.0
• 可旋转键数：
  16.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  128.29
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  Piperidine-1,4,4-tricarboxylic acid diethyl ester (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 、 氢气 作用下， 生成 1-[(1R,2R)-2-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxycyclohexyl]oxycarbonylpiperidine-4,4-dicarboxylic acid
  参考文献：
  名称：

  PIPERIDINE CARBOXYLIC ACID DERIVATIVES AS SIALYL LEWIS X MIMETICS

  摘要：

  Four piperidine carboxylic 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, in viva and in a reperfusion model. Compound 7 showed strong inhibition of leukocyte adhesion in rats and a poweful decrease of the incidence of arrhythmias in a reperfusion model in isolated rabbit hearts. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00213-8
• 作为产物：
  描述：

  双(2-溴乙基)胺氢溴酸盐 在 palladium on activated charcoal sodium hydroxide 、 四丁基溴化铵 、 氢气 、 sodium hydride 、 copper(ll) bromide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 Piperidine-1,4,4-tricarboxylic acid diethyl ester (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：

  PIPERIDINE CARBOXYLIC ACID DERIVATIVES AS SIALYL LEWIS X MIMETICS

  摘要：

  Four piperidine carboxylic 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, in viva and in a reperfusion model. Compound 7 showed strong inhibition of leukocyte adhesion in rats and a poweful decrease of the incidence of arrhythmias in a reperfusion model in isolated rabbit hearts. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00213-8