8-phenylmenthyl 4,4,4-trichloro-3-hydroxy-2-methylenebutanoate

• 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: 8-phenylmenthyl 4,4,4-trichloro-3-hydroxy-2-methylenebutanoate
• 英文别名: [(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] 4,4,4-trichloro-3-hydroxy-2-methylidenebutanoate
• 化学式: C₂₁H₂₇Cl₃O₃
• 分子量: 433.803
• InChiKey: PVJCBZMBSJUEIF-CIYNHRHLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (-)-8-phenylmenthyl acrylate 、 三氯乙醛 在 三乙烯二胺 作用下， 以 氯仿 为溶剂， 反应 336.0h， 以58%的产率得到8-phenylmenthyl 4,4,4-trichloro-3-hydroxy-2-methylenebutanoate
  参考文献：
  名称：

  (-)-8-Phenylmenthyl Acrylate as Chiral Inducer in the Baylis-Hillman Reaction

  摘要：

  8-Phenylmenthol 1 is used as a chiral auxiliary in the Baylis-Hillman reaction using a range of aldehydes as substrate. Best results (70% d.e.) are obtained when the reaction is rapid, as is the case with trichloroacetaldehyde.

  DOI：

  10.1080/00397919308011206

文献信息

• (-)-8-Phenylmenthyl Acrylate as Chiral Inducer in the Baylis-Hillman Reaction
  作者：Siegfried E. Drewes、Neville D. Emslie、Abdullah A. Khan

  DOI：10.1080/00397919308011206

  日期：1993.5

  8-Phenylmenthol 1 is used as a chiral auxiliary in the Baylis-Hillman reaction using a range of aldehydes as substrate. Best results (70% d.e.) are obtained when the reaction is rapid, as is the case with trichloroacetaldehyde.