(S)-1-(3-(3,4-difluorophenoxy)-2-hydroxypropyl)piperidin-4-one | 1425504-50-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-1-(3-(3,4-difluorophenoxy)-2-hydroxypropyl)piperidin-4-one
• 英文别名: 1-[(2S)-3-(3,4-difluorophenoxy)-2-hydroxypropyl]piperidin-4-one
• CAS: 1425504-50-2
• 化学式: C₁₄H₁₇F₂NO₃
• 分子量: 285.291
• InChiKey: HOHLZBPVRIHVBW-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-1-(3-(3,4-difluorophenoxy)-2-hydroxypropyl)piperidin-4-one 生成 (S)-1-(3,4-difluorophenoxy)-3-(4-(methylamino)piperidin-1-yl)propan-2-ol
  参考文献：
  名称：

  Org Lett 2013, 15, 1158-1161. support infor

  摘要：

  DOI：
• 作为产物：
  描述：

  4-哌啶酮 、 右旋环氧氯丙烷 、 3,4-二氟苯酚 在 potassium carbonate 作用下， 以 水 为溶剂， 反应 6.0h， 以84%的产率得到(S)-1-(3-(3,4-difluorophenoxy)-2-hydroxypropyl)piperidin-4-one
  参考文献：
  名称：

  Protecting group-Free Concise Synthesis of (RS)/(S)-Lubeluzole

  摘要：

  Three new, concise, and protecting group-free synthetic routes for (RS)- and (S)-lubeluzole are reported in higher (46-62%) overall yields compared to the reported procedures (6-35%). The key steps involve C-N bond formation via epoxide aminolysis and nucleophilic substitution of 2-chlorobenzothiazole with suitably designed precursor amines and are performed in aqueous medium. Water offers an advantage in promoting the reactions compared to organic solvents and its role Is envisaged as hydrogen-bond mediated electrophile-nucleophile dual activation.

  DOI：

  10.1021/ol302601b

文献信息

• Org Lett 2013, 15, 1158-1161
  作者：

  DOI：——

  日期：——
• Protecting group-Free Concise Synthesis of (<i>RS</i>)/(<i>S</i>)-Lubeluzole
  作者：Damodara N. Kommi、Dinesh Kumar、Kapileswar Seth、Asit K. Chakraborti

  DOI：10.1021/ol302601b

  日期：2013.3.15

  Three new, concise, and protecting group-free synthetic routes for (RS)- and (S)-lubeluzole are reported in higher (46-62%) overall yields compared to the reported procedures (6-35%). The key steps involve C-N bond formation via epoxide aminolysis and nucleophilic substitution of 2-chlorobenzothiazole with suitably designed precursor amines and are performed in aqueous medium. Water offers an advantage in promoting the reactions compared to organic solvents and its role Is envisaged as hydrogen-bond mediated electrophile-nucleophile dual activation.
• Org Lett 2013, 15, 1158-1161. support infor
  作者：

  DOI：——

  日期：——