(3R,7aS)-4,7a-dimethyl-3-[[(1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-2-bicyclo[2.2.1]heptanyl]oxy]-6,7-dihydro-3H-2-benzofuran-1,5-dione | 178151-73-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (3R,7aS)-4,7a-dimethyl-3-[[(1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-2-bicyclo[2.2.1]heptanyl]oxy]-6,7-dihydro-3H-2-benzofuran-1,5-dione
• CAS: 178151-73-0
• 化学式: C₃₀H₃₄O₄
• 分子量: 458.598
• InChiKey: FCOKIKKNVIZUBM-CQFALPGNSA-N

物化性质

• 沸点：
  632.5±55.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  (3R,7aS)-4,7a-dimethyl-3-[[(1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-2-bicyclo[2.2.1]heptanyl]oxy]-6,7-dihydro-3H-2-benzofuran-1,5-dione 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 (S)-3-Hydroxy-4,7a-dimethyl-7,7a-dihydro-3H,6H-isobenzofuran-1,5-dione
  参考文献：
  名称：

  Enantioselective syntheses and resolution of the key white intermediate for the synthesis of trisporic acids

  摘要：

  Two asymmetric syntheses of the alkylated cyclohexenone carboxylic acid moiety, the key White intermediate (4a), of trisporic acids A, B and C are described. The syntheses feature a Michael addition in tandem with an aldol condensation as the central step. The resolution of this readily available intermediate is also described. Copyright (C) 1996 Elsevier Science

  DOI：

  10.1016/0957-4166(96)00109-7
• 作为产物：
  描述：

  4,8-dimethyl-1,5-dioxo-3-hydroxy-2-oxabicyclo<4.3.0>non-4(9)-ene 、 (4S)-3-exo-(1-naphthyl)-4,7,7-trimethylbicyclo[2.2.1]heptan-2-exo-ol 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 9.0h， 以22%的产率得到(3S,7aR)-4,7a-dimethyl-3-[[(1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-2-bicyclo[2.2.1]heptanyl]oxy]-6,7-dihydro-3H-2-benzofuran-1,5-dione
  参考文献：
  名称：

  Enantioselective syntheses and resolution of the key white intermediate for the synthesis of trisporic acids

  摘要：

  Two asymmetric syntheses of the alkylated cyclohexenone carboxylic acid moiety, the key White intermediate (4a), of trisporic acids A, B and C are described. The syntheses feature a Michael addition in tandem with an aldol condensation as the central step. The resolution of this readily available intermediate is also described. Copyright (C) 1996 Elsevier Science

  DOI：

  10.1016/0957-4166(96)00109-7

文献信息

• Enantioselective syntheses and resolution of the key white intermediate for the synthesis of trisporic acids
  作者：JoséA. Bacigaluppo、María I. Colombo、Marcelo D. Preite、Juan Zinczuk、Edmundo A. Rúveda、Joachim Sieler

  DOI：10.1016/0957-4166(96)00109-7

  日期：1996.4

  Two asymmetric syntheses of the alkylated cyclohexenone carboxylic acid moiety, the key White intermediate (4a), of trisporic acids A, B and C are described. The syntheses feature a Michael addition in tandem with an aldol condensation as the central step. The resolution of this readily available intermediate is also described. Copyright (C) 1996 Elsevier Science