3-Oxo-butyric acid (1S,2R,3S,5R)-6,6-dimethyl-2-pyren-1-yl-bicyclo[3.1.1]hept-3-yl ester | 136003-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 3-Oxo-butyric acid (1S,2R,3S,5R)-6,6-dimethyl-2-pyren-1-yl-bicyclo[3.1.1]hept-3-yl ester
• CAS: 136003-11-7
• 化学式: C₂₉H₂₈O₃
• 分子量: 424.54
• InChiKey: IAUNLFJMQBZLPV-YQQHILDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.62
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-Oxo-butyric acid (1S,2R,3S,5R)-6,6-dimethyl-2-pyren-1-yl-bicyclo[3.1.1]hept-3-yl ester 在 zinc borohydride 作用下， 以 乙醚 为溶剂， 生成 3-Hydroxy-butyric acid (1S,2R,3S,5R)-6,6-dimethyl-2-pyren-1-yl-bicyclo[3.1.1]hept-3-yl ester
  参考文献：
  名称：

  New chiral auxiliaries derived from β -pinene: Their use in the asymmetric reduction of β-keto-esters

  摘要：

  3-Ketobutyrates 6, derived from chiral auxiliary alcohols 5 - themselves efficiently prepared from beta-pinene 4 - were reduced with zinc borohydride, giving 3-hydroxybutyrates 7 with 2-70 % de, depending on the nature of aryl group in alcohols 5.

  DOI：

  10.1016/s0957-4166(00)82117-5
• 作为产物：
  描述：

  1-((1R,5S)-6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-pyrene 在 sodium hydroxide 、 dimethyl sulfide borane 、 双氧水 作用下， 以 丙酮 为溶剂， 反应 18.0h， 生成 3-Oxo-butyric acid (1S,2R,3S,5R)-6,6-dimethyl-2-pyren-1-yl-bicyclo[3.1.1]hept-3-yl ester
  参考文献：
  名称：

  New chiral auxiliaries derived from β -pinene: Their use in the asymmetric reduction of β-keto-esters

  摘要：

  3-Ketobutyrates 6, derived from chiral auxiliary alcohols 5 - themselves efficiently prepared from beta-pinene 4 - were reduced with zinc borohydride, giving 3-hydroxybutyrates 7 with 2-70 % de, depending on the nature of aryl group in alcohols 5.

  DOI：

  10.1016/s0957-4166(00)82117-5