N-benzyloxycarbonyl-1-amino-1-deoxyhexaethylene glycol 4-O-cellobioside | 250330-71-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-benzyloxycarbonyl-1-amino-1-deoxyhexaethylene glycol 4-O-cellobioside
• CAS: 250330-71-3
• 化学式: C₃₂H₅₃NO₁₈
• 分子量: 739.769
• InChiKey: DNJVFMZHWBVQDJ-CYJRLOKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.36
• 重原子数：
  51.0
• 可旋转键数：
  25.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  263.01
• 氢给体数：
  8.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  benzyl isopropyl N,N-diisopropylphosphoramidite 、 N-benzyloxycarbonyl-1-amino-1-deoxyhexaethylene glycol 4-O-cellobioside 在 四氮唑 、 叔丁基过氧化氢 作用下， 以 乙腈 为溶剂， 反应 1.75h， 以58%的产率得到N-benzyloxycarbonyl-1-amino-1-deoxyhexaethylene glycol 4-O-cellobiosyl-heptakis(benzyl isopropyl phosphate)
  参考文献：
  名称：

  Synthesis of heparin-like antithrombotics having perphosphorylated thrombin binding domains

  摘要：

  The synthesis of three heparin analogues (i.e. compounds VI-VIII) having perphosphorylated thrombin binding domains (TBDs) is reported. These compounds were tested in vitro for their antithrombin III (ATIII)-mediated anti-Xa and antithrombin activities. Conjugates VI and VIII show a remarkable increase in antithrombin activity compared to the structurally related conjugates with persulfated TBDs (i.e. compounds IV and V), whereas compound VII displays a diminished activity.

  DOI：

  10.1016/s0968-0896(99)00139-x
• 作为产物：
  描述：

  N-benzyloxycarbonyl-1-amino-1-deoxyhexaethylene glycol 4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 在 potassium tert-butylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以88%的产率得到N-benzyloxycarbonyl-1-amino-1-deoxyhexaethylene glycol 4-O-cellobioside
  参考文献：
  名称：

  Synthesis of heparin-like antithrombotics having perphosphorylated thrombin binding domains

  摘要：

  The synthesis of three heparin analogues (i.e. compounds VI-VIII) having perphosphorylated thrombin binding domains (TBDs) is reported. These compounds were tested in vitro for their antithrombin III (ATIII)-mediated anti-Xa and antithrombin activities. Conjugates VI and VIII show a remarkable increase in antithrombin activity compared to the structurally related conjugates with persulfated TBDs (i.e. compounds IV and V), whereas compound VII displays a diminished activity.

  DOI：

  10.1016/s0968-0896(99)00139-x