[(1S)-1-[(3S)-2-oxooxolan-3-yl]ethyl] acetate | 155321-92-9

• 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: [(1S)-1-[(3S)-2-oxooxolan-3-yl]ethyl] acetate
• CAS: 155321-92-9
• 化学式: C₈H₁₂O₄
• 分子量: 172.181
• InChiKey: YFBMDOSBUNCYIN-FSPLSTOPSA-N

物化性质

• 沸点：
  280.8±13.0 °C(predicted)
• 密度：
  1.160±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(1S)-1-[(3S)-2-oxooxolan-3-yl]ethyl] acetate 以 乙醚 为溶剂， 生成 aleppotrioloside
  参考文献：
  名称：

  Chemoenzymatic synthesis and stereochemistry of aleppotrioloside, a naturally occurring glucoside

  摘要：

  The stereochemistry of aleppotrioloside, a naturally occurring glucoside, has been determined as (3S)-3-[(1S)-1-hydroxyethyl]-4-methyl-1,4-pentanediol-1-O-beta-D-glucopyranoside by its synthesis based on two key enzymatic reactions: Pseudomonas fluorescens lipase (PFL) catalyzed enantioselective resolution of an aglycone precursor and transglucosylation of the aglycone by thermophilic beta-glycosidase from Sulfolobus solfataricus.

  DOI：

  10.1016/s0040-4039(00)76233-2
• 作为产物：
  描述：

  α-乙酰基-γ-丁内酯 在 吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 [(1S)-1-[(3S)-2-oxooxolan-3-yl]ethyl] acetate
  参考文献：
  名称：

  Chemoenzymatic synthesis and stereochemistry of aleppotrioloside, a naturally occurring glucoside

  摘要：

  The stereochemistry of aleppotrioloside, a naturally occurring glucoside, has been determined as (3S)-3-[(1S)-1-hydroxyethyl]-4-methyl-1,4-pentanediol-1-O-beta-D-glucopyranoside by its synthesis based on two key enzymatic reactions: Pseudomonas fluorescens lipase (PFL) catalyzed enantioselective resolution of an aglycone precursor and transglucosylation of the aglycone by thermophilic beta-glycosidase from Sulfolobus solfataricus.

  DOI：

  10.1016/s0040-4039(00)76233-2