苯基-[4-[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基苯基]甲酮 | 83354-85-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 苯基-[4-[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基苯基]甲酮
• 中文别名: 2-呋喃丙酰胺,b-氨基-5-(4-氯苯基)-
• 英文名称: Phenyl-[4-((2S,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-phenyl]-methanone
• 英文别名: Methanone, phenyl(4-(beta-D-xylopyranosyloxy)phenyl)-；phenyl-[4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]methanone
• CAS: 83354-85-2
• 化学式: C₁₈H₁₈O₆
• 分子量: 330.337
• InChiKey: ZYNZCAFXRWYJMJ-SPUZQDLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  苯基-[4-[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基苯基]甲酮 在 sodium tetrahydroborate 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 (2S,3R,4S,5R)-2-(4-Benzyl-phenoxy)-tetrahydro-pyran-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-羟基-二苯甲酮 在 sodium methylate 、 silver(l) oxide 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 2.5h， 生成 苯基-[4-[(2S,3R,4S,5R)-3,4,5-三羟基四氢吡喃-2-基]氧基苯基]甲酮
  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

• Glycosylated derivatives of benzophenone, benzhydrol and benzhydril as potential venous antithrombotic agents
  作者：Francois Bellamy、Derek Horton、Jean Millet、Francois Picart、Soth Samreth、Jean Bernard Chazan

  DOI：10.1021/jm00059a015

  日期：1993.4

  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.