(1S,2S)-2-(methoxymethoxy)cyclopentan-1-ol | 864658-64-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2S)-2-(methoxymethoxy)cyclopentan-1-ol
• CAS: 864658-64-0
• 化学式: C₇H₁₄O₃
• 分子量: 146.186
• InChiKey: GZGYIPQKMNRYCA-BQBZGAKWSA-N

物化性质

• 沸点：
  203.1±30.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,2S)-2-(methoxymethoxy)cyclopentan-1-ol 、 对硝基苯甲酸 在 三苯基膦 、 偶氮二甲酸二乙酯 、 甲醇 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 (1S,2R)-2-(methoxymethoxy)cyclopentanol
  参考文献：
  名称：

  Synthesis of non-THF analogs of acetogenin toward simplified mimics

  摘要：

  Acetogenin analogs in which the bis-adjacent THF ring was replaced with an enantioselectively synthesized 1,2-cyclo-pentanediol bis-ether skeleton were synthesized to obtain simplified mimics, and their inhibitory effect on mitochondrial NADH-ubiquinone oxidoreductase (complex I) was examined. The results clearly demonstrate that the 1,2-cyclopentanediol bis-ether motif can substitute for the bis-THF ring while maintaining very potent inhibitory activity at the nanomolar level. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.05.150
• 作为产物：
  描述：

  (S,S)-2-acetoxycyclopentan-1-ol 在 甲醇 、 乙酸乙烯酯 、 Pseudomanas fluorescens lipase (Amano AK) 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 49.0h， 生成 (1S,2S)-2-(methoxymethoxy)cyclopentan-1-ol
  参考文献：
  名称：

  Synthesis of non-THF analogs of acetogenin toward simplified mimics

  摘要：

  Acetogenin analogs in which the bis-adjacent THF ring was replaced with an enantioselectively synthesized 1,2-cyclo-pentanediol bis-ether skeleton were synthesized to obtain simplified mimics, and their inhibitory effect on mitochondrial NADH-ubiquinone oxidoreductase (complex I) was examined. The results clearly demonstrate that the 1,2-cyclopentanediol bis-ether motif can substitute for the bis-THF ring while maintaining very potent inhibitory activity at the nanomolar level. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.05.150