4,4-Dimethoxy-3-oxo-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-naphthalen-2-yl-ethyl)-cyclohexyl ester | 160946-53-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,4-Dimethoxy-3-oxo-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-naphthalen-2-yl-ethyl)-cyclohexyl ester
• CAS: 160946-53-2
• 化学式: C₂₆H₃₄O₅
• 分子量: 426.553
• InChiKey: GQMADJYOOSQCFJ-ODOSVJCGSA-N

物化性质

• 沸点：
  545.6±35.0 °C(predicted)
• 密度：
  1.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.04
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4,4-Dimethoxy-3-oxo-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-naphthalen-2-yl-ethyl)-cyclohexyl ester 在 thallium (I) ethoxide 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 25.5h， 生成 [(1R,2S,5R)-5-methyl-2-(2-naphthalen-2-ylpropan-2-yl)cyclohexyl] 2-(dimethoxymethyl)-2-hydroxy-1,3-dimethyl-4-oxocyclohexane-1-carboxylate
  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：

  4,4-二甲氧基乙酰乙酸甲酯 、 (1R,2S,5R)-8-(β-naphthyl)menthol 在 4-二甲氨基吡啶 、 molecular sieve 作用下， 生成 4,4-Dimethoxy-3-oxo-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-naphthalen-2-yl-ethyl)-cyclohexyl ester
  参考文献：
  名称：

  Enantioselective synthesis of the white key intermediate for the synthesis of trisporic acids

  摘要：

  The asymmetric construction of the alkylated cyclohexenone carboxylic acid moiety of trisporic acids A, B and C and the syntheses of related precursors are described. The syntheses feature a Michael addition in tandem with an aldol condensation as the central step.

  DOI：

  10.1016/s0957-4166(00)86255-2