(5R)-((1'S)-acetoxy-3'-methylbutyl)-4,4-dimethyl-tetrahydrofuran-2-one | 828263-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (5R)-((1'S)-acetoxy-3'-methylbutyl)-4,4-dimethyl-tetrahydrofuran-2-one
• CAS: 828263-34-9
• 化学式: C₁₃H₂₂O₄
• 分子量: 242.315
• InChiKey: CUZQDSVZTLCXTK-JQWIXIFHSA-N

物化性质

• 沸点：
  330.1±15.0 °C(Predicted)
• 密度：
  1.023±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (5R)-((1'S)-acetoxy-3'-methylbutyl)-4,4-dimethyl-tetrahydrofuran-2-one 在 hog liver esterase immobilised on Eupergit(R)C 作用下， 以 phosphate buffer 为溶剂， 生成 (R)-5-((S)-1-Hydroxy-3-methyl-butyl)-4,4-dimethyl-dihydro-furan-2-one
  参考文献：
  名称：

  Enantioselective hydrolysis of δ-acetoxy-γ-lactones

  摘要：

  Both enantiomers of 5-(1'-acetoxy-3'-methylbutyl)-4,4-dimethyl-tetrahydrofuran-2-one 1a have been prepared with high enantioselectivity by microbial resolution using cultures of Fusarium solani and F. tricinctum. Enantioselectivity of lipolitic activity of F. solani and F. tricinctum was tested on four homologues of delta-acetoxy-gamma-lactones (+/-)-1b-e. Absolute configurations of the products were determined by spectroscopic methods (H-1 NMR and CD) and an X-ray diffraction study. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.10.023
• 作为产物：
  描述：

  (S)-5-((R)-1-Hydroxy-3-methyl-butyl)-4,4-dimethyl-dihydro-furan-2-one 在 吡啶 、 Fusarium solani AM₂₀₃ 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 144.0h， 生成 (5R)-((1'S)-acetoxy-3'-methylbutyl)-4,4-dimethyl-tetrahydrofuran-2-one
  参考文献：
  名称：

  Enantioselective hydrolysis of δ-acetoxy-γ-lactones

  摘要：

  Both enantiomers of 5-(1'-acetoxy-3'-methylbutyl)-4,4-dimethyl-tetrahydrofuran-2-one 1a have been prepared with high enantioselectivity by microbial resolution using cultures of Fusarium solani and F. tricinctum. Enantioselectivity of lipolitic activity of F. solani and F. tricinctum was tested on four homologues of delta-acetoxy-gamma-lactones (+/-)-1b-e. Absolute configurations of the products were determined by spectroscopic methods (H-1 NMR and CD) and an X-ray diffraction study. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.10.023