<4-(4-nitrobenzoyl)phenyl>-2,3,4-tri-O-acetyl-β-D-xylopyranoside | 83355-03-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: <4-(4-nitrobenzoyl)phenyl>-2,3,4-tri-O-acetyl-β-D-xylopyranoside
• 英文别名: [(3R,4S,5R,6S)-4,5-diacetyloxy-6-[4-(4-nitrobenzoyl)phenoxy]oxan-3-yl] acetate
• CAS: 83355-03-7
• 化学式: C₂₄H₂₃NO₁₁
• 分子量: 501.447
• InChiKey: DIDISGBKUCVIQK-ONTLXTELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  160
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  <4-(4-nitrobenzoyl)phenyl>-2,3,4-tri-O-acetyl-β-D-xylopyranoside 在 sodium tetrahydroborate 、 sodium methylate 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 4-(4-nitrobenzyl)phenyl β-D-xylopyranoside
  参考文献：
  名称：

  Glycosylated derivatives of benzophenone, benzhydrol and benzhydril as potential venous antithrombotic agents

  摘要：

  A series of glycosylated derivatives of benzophenone, benzhydrol, and benzhydril has been synthesized and evaluated for potential activity as venous antithrombotic agents. Studies on structure-activity relationships revealed that compounds having an electron-withdrawing group in the benzhydril or benzhydrol moiety, and specifically those having the beta-D-xylopyranosyl structure in the sugar moiety, were good antithrombotic agents in a rat model of venous thrombosis.

  DOI：

  10.1021/jm00059a015
• 作为产物：
  描述：

  4-羟基-4-硝基苯甲酮 、 2,3,4-三-O-乙酰基-α-D-木吡喃糖苷溴 在 silver(l) oxide 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以65%的产率得到<4-(4-nitrobenzoyl)phenyl>-2,3,4-tri-O-acetyl-β-D-xylopyranoside
  参考文献：
  名称：

  Glycosylated derivatives of benzophenone, benzhydrol and benzhydril as potential venous antithrombotic agents

  摘要：

  A series of glycosylated derivatives of benzophenone, benzhydrol, and benzhydril has been synthesized and evaluated for potential activity as venous antithrombotic agents. Studies on structure-activity relationships revealed that compounds having an electron-withdrawing group in the benzhydril or benzhydrol moiety, and specifically those having the beta-D-xylopyranosyl structure in the sugar moiety, were good antithrombotic agents in a rat model of venous thrombosis.

  DOI：

  10.1021/jm00059a015

文献信息

• PICART, F.
  作者：PICART, F.

  DOI：——

  日期：——
• US4432973A
  申请人：——

  公开号：US4432973A

  公开（公告）日：1984-02-21