(R)-2-phenyl-3-hydroxypropyl butyrate | 171432-99-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-2-phenyl-3-hydroxypropyl butyrate
• 英文别名: [(2R)-3-hydroxy-2-phenylpropyl] butanoate
• CAS: 171432-99-8
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: UNTDAOODRILUGP-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-2-phenyl-3-hydroxypropyl butyrate 在 jones' reagent 、 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 生成 S-托品酸
  参考文献：
  名称：

  A chemoenzymatic synthesis of both enantiomers of 2-phenyl-3-hydroxypropylcarbamate, a metabolite of felbamate

  摘要：

  PPL catalyzed desymmetrization of 2-phenyl-1,3-propanediol (3) was the key step in the chemoenzymatic synthesis of both enantiomers of 2-phenyl-3-hydroxypropylcarbamate (2). Unsuccessful attempts at enzyme catalyzed (PPL, Novo SP435) transcarbamoylation, aminolysis and ammonolysis are also described.

  DOI：

  10.1016/0957-4166(95)00222-b
• 作为产物：
  描述：

  正丁酸乙烯酯 、 2-苯基-1,3-丙二醇 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 (3-Butanoyloxy-2-phenylpropyl) butanoate 、 (R)-2-phenyl-3-hydroxypropyl butyrate
  参考文献：
  名称：

  A chemoenzymatic synthesis of both enantiomers of 2-phenyl-3-hydroxypropylcarbamate, a metabolite of felbamate

  摘要：

  PPL catalyzed desymmetrization of 2-phenyl-1,3-propanediol (3) was the key step in the chemoenzymatic synthesis of both enantiomers of 2-phenyl-3-hydroxypropylcarbamate (2). Unsuccessful attempts at enzyme catalyzed (PPL, Novo SP435) transcarbamoylation, aminolysis and ammonolysis are also described.

  DOI：

  10.1016/0957-4166(95)00222-b

文献信息

• A chemoenzymatic synthesis of both enantiomers of 2-phenyl-3-hydroxypropylcarbamate, a metabolite of felbamate
  作者：Brian Morgan、Greg Bydlinsky、David R Dodds

  DOI：10.1016/0957-4166(95)00222-b

  日期：1995.7

  PPL catalyzed desymmetrization of 2-phenyl-1,3-propanediol (3) was the key step in the chemoenzymatic synthesis of both enantiomers of 2-phenyl-3-hydroxypropylcarbamate (2). Unsuccessful attempts at enzyme catalyzed (PPL, Novo SP435) transcarbamoylation, aminolysis and ammonolysis are also described.