[(1R,2S,3R,7R,8S)-6-oxo-4-oxatricyclo[6.2.1.02,7]undec-9-en-3-yl] acetate | 188666-94-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: [(1R,2S,3R,7R,8S)-6-oxo-4-oxatricyclo[6.2.1.02,7]undec-9-en-3-yl] acetate
• CAS: 188666-94-6
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: RLLKAQGJWYKOTM-XMFNGYQBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.91
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  [(1R,2S,3R,7R,8S)-6-oxo-4-oxatricyclo[6.2.1.02,7]undec-9-en-3-yl] acetate 、 D-(-)-泛酰内酯 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 生成 (1R,2S,3R,7R,8S)-3-[(3R)-4,4-dimethyl-2-oxooxolan-3-yl]oxy-4-oxatricyclo[6.2.1.02,7]undec-9-en-6-one
  参考文献：
  名称：

  Optically active 6-acetyloxy-2H-pyran-3(6H)-one obtained by lipase catalyzed transesterification and esterification

  摘要：

  Kinetic resolution of 6-acetyloxy-2H-pyran-3(6H)-one (1) is achieved by immobilized lipase PS on Hyflo Super Cell in organic solvents. Transesterification in hexane/n-butanol yields enantiomerically pure R-(-)-6-acetyloxy-2H-pyran-3(6H)-one, whereas esterification of 6-hydroxy-2H-pyran-3(6H)-one (2) with vinyl acetate by immobilized lipase PS gives the S-enantiomer with e.e.'s up to 76%. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00155-x
• 作为产物：
  描述：

  2,6-二氢-6-羟基-3(3H)-吡喃酮 在 lipase PS (Pseudomonas sp) immobilized on Hyflo Super Cell 作用下， 以 乙二醇二甲醚 、 正己烷 为溶剂， 反应 18.0h， 生成 [(1R,2S,3R,7R,8S)-6-oxo-4-oxatricyclo[6.2.1.02,7]undec-9-en-3-yl] acetate
  参考文献：
  名称：

  Optically active 6-acetyloxy-2H-pyran-3(6H)-one obtained by lipase catalyzed transesterification and esterification

  摘要：

  Kinetic resolution of 6-acetyloxy-2H-pyran-3(6H)-one (1) is achieved by immobilized lipase PS on Hyflo Super Cell in organic solvents. Transesterification in hexane/n-butanol yields enantiomerically pure R-(-)-6-acetyloxy-2H-pyran-3(6H)-one, whereas esterification of 6-hydroxy-2H-pyran-3(6H)-one (2) with vinyl acetate by immobilized lipase PS gives the S-enantiomer with e.e.'s up to 76%. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00155-x

文献信息

• SAMMES, P. G.;STREET, L. J., J. CHEM. SOC. PERKIN TRANS., 1983, N 6, 1261-1265
  作者：SAMMES, P. G.、STREET, L. J.

  DOI：——

  日期：——