(2R,3R,6S)-2-[(S)-hydroxy(phenyl)methyl]-3-methyl-6-propan-2-ylcyclohexan-1-one | 171779-98-9

• 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: (2R,3R,6S)-2-[(S)-hydroxy(phenyl)methyl]-3-methyl-6-propan-2-ylcyclohexan-1-one
• CAS: 171779-98-9
• 化学式: C₁₇H₂₄O₂
• 分子量: 260.376
• InChiKey: DAIHUVWGUFLJIH-SLBVQIDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,6S)-2-[(S)-hydroxy(phenyl)methyl]-3-methyl-6-propan-2-ylcyclohexan-1-one 在 咪唑 、 二异丁基氢化铝 作用下， 生成 (1R,2S,3R,6S)-6-Isopropyl-3-methyl-2-((S)-phenyl-trimethylsilanyloxy-methyl)-cyclohexanol
  参考文献：
  名称：

  Remarkable solvent effect on the enantioface selectivity in the Diels-Alder reaction catalyzed by an Aluminum complex of a newly prepared chiral menthol derivative

  摘要：

  Reversal of enantioface selectivity was observed by merely switching die solvent from CH2Cl2 (enantiomer ratio of the adduct = 91:9) to THF (14:86) in the asymmetric Diels-Alder reaction catalyzed by the aluminum complex of a newly prepared chiral menthol derivative. Negative nonlinear effect on the relationship between enantiomeric excesses of the reaction product and optical purities of the ligand was observed for the reaction in CH2Cl2 whilst linear relationship for that in THF. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10202-7
• 作为产物：
  描述：

  (-)-薄荷酮 、 苯甲醛 在 lithium diisopropyl amide 作用下， 以80%的产率得到(2R,3R,6S)-2-[(S)-hydroxy(phenyl)methyl]-3-methyl-6-propan-2-ylcyclohexan-1-one
  参考文献：
  名称：

  Remarkable solvent effect on the enantioface selectivity in the Diels-Alder reaction catalyzed by an Aluminum complex of a newly prepared chiral menthol derivative

  摘要：

  Reversal of enantioface selectivity was observed by merely switching die solvent from CH2Cl2 (enantiomer ratio of the adduct = 91:9) to THF (14:86) in the asymmetric Diels-Alder reaction catalyzed by the aluminum complex of a newly prepared chiral menthol derivative. Negative nonlinear effect on the relationship between enantiomeric excesses of the reaction product and optical purities of the ligand was observed for the reaction in CH2Cl2 whilst linear relationship for that in THF. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10202-7