(-)-menthyl 2,5-dimethylbenzoate | 1313395-29-7

• 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: (-)-menthyl 2,5-dimethylbenzoate
• 英文别名: Benzoic acid, 2,5-dimethyl-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester；[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2,5-dimethylbenzoate
• CAS: 1313395-29-7
• 化学式: C₁₉H₂₈O₂
• 分子量: 288.43
• InChiKey: CEFSWZZRLLJJHY-UWWQBHOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  L-薄荷醇 、 2,5-二甲基苯甲酰氯 在 吡啶 作用下， 生成 (-)-menthyl 2,5-dimethylbenzoate
  参考文献：
  名称：

  Planar-to-Planar Chirality Transfer in the Excited State. Enantiodifferentiating Photoisomerization of Cyclooctenes Sensitized by Planar-Chiral Paracyclophane

  摘要：

  Photochemical planar-to-planar chirality transfer was effected by using (R)-[10] paracyclophane-12-carboxylates as a planar-chiral sensitizer and (Z)-cyclooctene and (Z,Z)-1,5-cyclooctadiene as prochiral substrates to give a planar-chiral (E)and (E,Z)-isomer in up to 44% and 87% enantiomeric excess, respectively, the latter of which being the highest ever reported for a sensitized photochirogenic reaction.

  DOI：

  10.1021/ja203781f

文献信息

• <i>Planar-to-Planar</i> Chirality Transfer in the Excited State. Enantiodifferentiating Photoisomerization of Cyclooctenes Sensitized by Planar-Chiral Paracyclophane
  作者：Ryo Maeda、Takehiko Wada、Tadashi Mori、Shigeyuki Kono、Nobuhiro Kanomata、Yoshihisa Inoue

  DOI：10.1021/ja203781f

  日期：2011.7.13

  Photochemical planar-to-planar chirality transfer was effected by using (R)-[10] paracyclophane-12-carboxylates as a planar-chiral sensitizer and (Z)-cyclooctene and (Z,Z)-1,5-cyclooctadiene as prochiral substrates to give a planar-chiral (E)and (E,Z)-isomer in up to 44% and 87% enantiomeric excess, respectively, the latter of which being the highest ever reported for a sensitized photochirogenic reaction.