[(3R,4S,5R,6S)-4,5-diacetyloxy-6-[3-(4-chlorobenzoyl)phenoxy]oxan-3-yl] acetate | 83355-39-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(3R,4S,5R,6S)-4,5-diacetyloxy-6-[3-(4-chlorobenzoyl)phenoxy]oxan-3-yl] acetate
• CAS: 83355-39-9
• 化学式: C₂₄H₂₃ClO₉
• 分子量: 490.894
• InChiKey: TXKSNVCHMVYCHW-ONTLXTELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  34
• 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：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [(3R,4S,5R,6S)-4,5-diacetyloxy-6-[3-(4-chlorobenzoyl)phenoxy]oxan-3-yl] acetate 在 sodium tetrahydroborate 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 (2S,3R,4S,5R)-2-[3-[(4-chlorophenyl)-hydroxymethyl]phenoxy]oxane-3,4,5-triol
  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-氯苯基)-(3-羟基苯基)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53%的产率得到[(3R,4S,5R,6S)-4,5-diacetyloxy-6-[3-(4-chlorobenzoyl)phenoxy]oxan-3-yl] acetate
  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