(R)-2-((3,4-dimethylphenoxy)methyl)oxirane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-2-((3,4-dimethylphenoxy)methyl)oxirane
• 英文别名: (R)-2-[(3,4-dimethylphenoxy)methyl]oxirane；(2R)-2-[(3,4-dimethylphenoxy)methyl]oxirane
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: ZABVHXJGMITPLQ-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,4-二甲基苯酚 在 potassium carbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 水 、 丙酮 、 叔丁醇 为溶剂， 反应 56.0h， 生成 (R)-2-((3,4-dimethylphenoxy)methyl)oxirane
  参考文献：
  名称：

  Nonracemic Dimethylphenyl Glycerol Ethers in the Synthesis of Physiologically Active Aminopropanols

  摘要：

  Six regioisomeric nonracemic dimethylphenyl glycerol ethers were synthesized by asymmetric dihydroxylation of the corresponding allyl dimethylphenyl ethers. The enantioselectivity of the reaction with o-methyl derivatives was lower (down to 34% ee) than with m-methylphenyl ethers (up to 86% ee). Enantiomeric 3-(3,4-dimethylphenoxy)propane-1,2-diols were used to obtain enantiomerically pure physiologically active amino alcohols and their derivatives.

  DOI：

  10.1134/s1070428019060149

文献信息

• 5-HT1F antagonists
  申请人：ELI LILLY AND COMPANY

  公开号：EP0976746A1

  公开（公告）日：2000-02-02

  This invention provides 5-HT1f antagonists of Formula I: where AR1, AR2, R, and R' are as defined in the specification.

  本发明提供了式 I 的 5-HT1f 拮抗剂： 其中 AR1、AR2、R 和 R' 如说明书中所定义。
• Use of 5HT-1F receptor antagonists for treating anxiety disorders
  申请人：ELI LILLY AND COMPANY

  公开号：EP0976747A2

  公开（公告）日：2000-02-02

  The present invention provides a method for the treatment of prevention of anxiety disorders which comprises administering to a mammal in need of such treatment a serotonin 5-HT1F receptor antagonist.

  本发明提供了一种治疗和预防焦虑症的方法，该方法包括向需要治疗的哺乳动物施用5-羟色胺5-HT1F受体拮抗剂。
• [EN] TREATMENT OF ANXIETY DISORDERS<br/>[FR] TRAITEMENT DES TROUBLES ANXIEUX
  申请人：LILLY CO ELI

  公开号：WO2000006082A2

  公开（公告）日：2000-02-10

  The present invention provides a method for the treatment or prevention of anxiety disorders which comprises administering to a mammal in need of such treatment a serotonin 5-HT1F receptor antagonist.
• [EN] 5-HT1F ANTAGONISTS<br/>[FR] ANTAGONISTES DE 5-HT1F
  申请人：LILLY CO ELI

  公开号：WO2000006166A1

  公开（公告）日：2000-02-10

  This invention provides 5-HT1F antagonists of Formula (I) where AR1, AR2, R, and R' are as defined in the specification.
• Nonracemic Dimethylphenyl Glycerol Ethers in the Synthesis of Physiologically Active Aminopropanols
  作者：Z. A. Bredikhina、A. V. Kurenkov、A. A. Bredikhin

  DOI：10.1134/s1070428019060149

  日期：2019.6

  Six regioisomeric nonracemic dimethylphenyl glycerol ethers were synthesized by asymmetric dihydroxylation of the corresponding allyl dimethylphenyl ethers. The enantioselectivity of the reaction with o-methyl derivatives was lower (down to 34% ee) than with m-methylphenyl ethers (up to 86% ee). Enantiomeric 3-(3,4-dimethylphenoxy)propane-1,2-diols were used to obtain enantiomerically pure physiologically active amino alcohols and their derivatives.