methyl (R)-3-propanoate

• 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: methyl (R)-3-propanoate
• 英文别名: methyl 4-[[(2R)-heptan-2-yl]amino]-4-oxobutanoate
• 化学式: C₁₂H₂₃NO₃
• 分子量: 229.32
• InChiKey: NXWVWUDMIMYQMR-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.02
• 重原子数：
  16.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  异庚胺 、 丁二酸二甲酯 在 Candida antarctica lipase SP 435 作用下， 以 正己烷 为溶剂， 反应 216.0h， 生成 methyl (R)-3-propanoate 、
  参考文献：
  名称：

  Selective ammonolysis and aminolysis of dimethyl succinate. Synthesis of optically active N-alkylsuccinimides

  摘要：

  Candida antarctica lipase catalyzes the selective monoammonolysis and aminolysis of dimethyl succinate with ammonia and aliphatic amines, respectively, in dioxane as solvent. This enzyme shows a high enatioselectivity when racemic amines are used. Optically active amidoesters are also obtained in the reaction of dimethyl succinate with racemic alpha-methylalkylamines in hexane as solvent. In this medium, the enzyme catalyzes the formation of N-alkylsuccinimides or optically active N-alkyl-alpha-methylsuccinimides from dimethyl succinate or alpha-methylsuccinate and amines.

  DOI：

  10.1016/0040-4020(94)01043-y

文献信息

• Selective ammonolysis and aminolysis of dimethyl succinate. Synthesis of optically active N-alkylsuccinimides
  作者：Susana Puertas、Francisca Rebolledo、Vicente Gotor

  DOI：10.1016/0040-4020(94)01043-y

  日期：1995.1

  Candida antarctica lipase catalyzes the selective monoammonolysis and aminolysis of dimethyl succinate with ammonia and aliphatic amines, respectively, in dioxane as solvent. This enzyme shows a high enatioselectivity when racemic amines are used. Optically active amidoesters are also obtained in the reaction of dimethyl succinate with racemic alpha-methylalkylamines in hexane as solvent. In this medium, the enzyme catalyzes the formation of N-alkylsuccinimides or optically active N-alkyl-alpha-methylsuccinimides from dimethyl succinate or alpha-methylsuccinate and amines.