(R)-6-butyl-5,6-dihydro-2H-pyran-2-one | 152398-46-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (R)-6-butyl-5,6-dihydro-2H-pyran-2-one
• 英文别名: (2R)-2-butyl-2,3-dihydropyran-6-one
• CAS: 152398-46-4
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: FZGRTOXOBUQQAD-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-6-butyl-5,6-dihydro-2H-pyran-2-one 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以95%的产率得到(R)-δ-nonalactone
  参考文献：
  名称：

  Enzyme assisted synthesis of enantiomerically pure δ-lactones

  摘要：

  Both enantiomeric series of a wide variety of optically pure 6-alkylated delta-lactones - saturated as well as unsaturated - were prepared via an enzyme mediated route. The key reaction step is the nucleophilic ring opening of enantiomerically pure alkyl-oxiranes, accessible via the corresponding beta-hydroxythioethers which can be obtained enantiomerically pure via enzyme catalyzed kinetic resolutions.

  DOI：

  10.1016/s0957-4166(00)80146-9
• 作为产物：
  描述：

  丁基环氧乙烷 在 Lindlar's catalyst 吡啶 、 喹啉 、 4-二甲氨基吡啶 、 sodium hydroxide 、 正丁基锂 、 三氟化硼乙醚 、 水 、 氢气 、 trimethoxonium tetrafluoroborate 、 sodium hydride 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 乙酸乙酯 、 甲苯 为溶剂， -78.0~25.0 ℃ 、101.33 kPa 条件下， 反应 30.25h， 生成 (R)-6-butyl-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  Enzyme assisted synthesis of enantiomerically pure δ-lactones

  摘要：

  Both enantiomeric series of a wide variety of optically pure 6-alkylated delta-lactones - saturated as well as unsaturated - were prepared via an enzyme mediated route. The key reaction step is the nucleophilic ring opening of enantiomerically pure alkyl-oxiranes, accessible via the corresponding beta-hydroxythioethers which can be obtained enantiomerically pure via enzyme catalyzed kinetic resolutions.

  DOI：

  10.1016/s0957-4166(00)80146-9

文献信息

• Enzyme assisted synthesis of enantiomerically pure δ-lactones
  作者：Bernhard Haase、Manfred P. Schneider

  DOI：10.1016/s0957-4166(00)80146-9

  日期：1993.5

  Both enantiomeric series of a wide variety of optically pure 6-alkylated delta-lactones - saturated as well as unsaturated - were prepared via an enzyme mediated route. The key reaction step is the nucleophilic ring opening of enantiomerically pure alkyl-oxiranes, accessible via the corresponding beta-hydroxythioethers which can be obtained enantiomerically pure via enzyme catalyzed kinetic resolutions.