[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] (2R)-2-benzyl-2-methyl-3-oxobutanoate | 192199-25-0

• 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: [(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] (2R)-2-benzyl-2-methyl-3-oxobutanoate
• CAS: 192199-25-0
• 化学式: C₂₈H₃₆O₃
• 分子量: 420.592
• InChiKey: LSUYDJZACRUULH-QZHHGCDDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] (2R)-2-benzyl-2-methyl-3-oxobutanoate 在 一水合肼 作用下， 以 乙醇 为溶剂， 以95%的产率得到(4R)-4-benzyl-3,4-dimetghyl-2-pyrazolin-5-one
  参考文献：
  名称：

  Diastereoselective alkylation of 8-phenylmenthyl 2-methylacetoacetate. Preparation of enantiomerically pure 4,4-disubstituted 2-pyrazolin-5-ones

  摘要：

  Alkylation of (1R,3R,4S)-8-phenylmenthyl 2-methylacetoacetate with alkyl halides affords 2-alkyl-2-methylacetoacetates in diastereomeric ratios 72:28 to 85:15. The major R (at C-alpha) diastereoisomers are converted into enantiopure 4,4-disubstituted 2-pyrazolin-5-ones with recovery of the chiral inductor. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00131-6
• 作为产物：
  描述：

  (-)-8-苯基薄荷醇 在 sodium hydride 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 [(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] (2R)-2-benzyl-2-methyl-3-oxobutanoate
  参考文献：
  名称：

  Diastereoselective alkylation of 8-phenylmenthyl 2-methylacetoacetate. Preparation of enantiomerically pure 4,4-disubstituted 2-pyrazolin-5-ones

  摘要：

  Alkylation of (1R,3R,4S)-8-phenylmenthyl 2-methylacetoacetate with alkyl halides affords 2-alkyl-2-methylacetoacetates in diastereomeric ratios 72:28 to 85:15. The major R (at C-alpha) diastereoisomers are converted into enantiopure 4,4-disubstituted 2-pyrazolin-5-ones with recovery of the chiral inductor. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00131-6

文献信息

• Diastereoselective alkylation of 8-phenylmenthyl 2-methylacetoacetate. Preparation of enantiomerically pure 4,4-disubstituted 2-pyrazolin-5-ones
  作者：Marcial Moreno-Mañas、Rosa M. Sebastián、Adelina Vallribera、Elies Molins、Enrique Espinosa

  DOI：10.1016/s0957-4166(97)00131-6

  日期：1997.5

  Alkylation of (1R,3R,4S)-8-phenylmenthyl 2-methylacetoacetate with alkyl halides affords 2-alkyl-2-methylacetoacetates in diastereomeric ratios 72:28 to 85:15. The major R (at C-alpha) diastereoisomers are converted into enantiopure 4,4-disubstituted 2-pyrazolin-5-ones with recovery of the chiral inductor. (C) 1997 Elsevier Science Ltd.