(1R,2S,3R)-1,3-Diphenyl-butane-1,2-diol | 243860-96-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (1R,2S,3R)-1,3-Diphenyl-butane-1,2-diol
• 英文别名: (1R,2S,3R)-1,3-diphenylbutane-1,2-diol
• CAS: 243860-96-0
• 化学式: C₁₆H₁₈O₂
• 分子量: 242.318
• InChiKey: YORQCFGOKXHWHO-UHOFOFEASA-N

物化性质

• 沸点：
  407.8±40.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2S,3R)-1,3-Diphenyl-butane-1,2-diol 在 sodium periodate 、 silica gel 作用下， 以 二氯甲烷 为溶剂， 以71%的产率得到(R)-(-)-2-苯基丙酸
  参考文献：
  名称：

  PaaSicats: Powerful catalysts for asymmetric epoxidation of enones. Novel syntheses of α-arylpropanoic acids including (S)-fenoprofen

  摘要：

  Application of the recently developed silica-adsorbed polyleucine catalysts to the enantioselective epoxidation of Two enones is reported. Treatment of these epoxides with trimethylaluminium in moist dichloromethane generates the alpha-hydroxy-beta-methylketones, with inversion of configuration. Diastereoselective reduction of the ketone moiety followed by oxidative cleavage generates alpha-arylpropanoic acids. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01022-9
• 作为产物：
  描述：

  (2R,3S)-epoxy-1,3-diphenylpropan-1-one 在 zinc(II) tetrahydroborate 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 5.0h， 生成 (1R,2S,3R)-1,3-Diphenyl-butane-1,2-diol
  参考文献：
  名称：

  PaaSicats: Powerful catalysts for asymmetric epoxidation of enones. Novel syntheses of α-arylpropanoic acids including (S)-fenoprofen

  摘要：

  Application of the recently developed silica-adsorbed polyleucine catalysts to the enantioselective epoxidation of Two enones is reported. Treatment of these epoxides with trimethylaluminium in moist dichloromethane generates the alpha-hydroxy-beta-methylketones, with inversion of configuration. Diastereoselective reduction of the ketone moiety followed by oxidative cleavage generates alpha-arylpropanoic acids. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01022-9