(1R,2S,5R)-8-phenylmenthyl (R)-3-cyclohexylidene-2-formyl-2-phenylpropanoate | 1011515-82-4

• 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)-8-phenylmenthyl (R)-3-cyclohexylidene-2-formyl-2-phenylpropanoate
• 英文别名: [(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] (2R)-2-(cyclohexylidenemethyl)-3-oxo-2-phenylpropanoate
• CAS: 1011515-82-4
• 化学式: C₃₂H₄₀O₃
• 分子量: 472.668
• InChiKey: UPAVNIPEEZVWNE-IHEHRYABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• 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

• 作为产物：
  描述：

  环己基亚基乙醛 、 (-)-(1R,3R,4S)-8-phenylmenthyl 2-diazo-2-phenylacetate 在 三氟甲磺酸 作用下， 以 甲苯 为溶剂， 反应 0.5h， 生成 (1R,2S,5R)-8-phenylmenthyl (R)-3-cyclohexylidene-2-formyl-2-phenylpropanoate 、 (1R,2S,5R)-8-phenylmenthyl (S)-3-cyclohexylidene-2-formyl-2-phenylpropanoate
  参考文献：
  名称：

  Brønsted Acid-Catalyzed Insertion of Aryldiazoacetates to sp² Carbon−CHO Bond:  Facile Construction of Chiral All-Carbon Quaternary Center

  摘要：

  Aryldiazoacetates could be formally inserted into the carbon-carbon bond of the Bronsted acid-activated aromatic and alpha,beta-unsaturated aldehydes. Use of phenylmenthyl esters allowed the asymmetric induction at the inserted all-carbon quaternary carbon center with the excellent stereoselectivities.

  DOI：

  10.1021/ja710532j

文献信息

• Brønsted Acid-Catalyzed Insertion of Aryldiazoacetates to sp² Carbon−CHO Bond:  Facile Construction of Chiral All-Carbon Quaternary Center
  作者：Takuya Hashimoto、Yuki Naganawa、Keiji Maruoka

  DOI：10.1021/ja710532j

  日期：2008.2.1

  Aryldiazoacetates could be formally inserted into the carbon-carbon bond of the Bronsted acid-activated aromatic and alpha,beta-unsaturated aldehydes. Use of phenylmenthyl esters allowed the asymmetric induction at the inserted all-carbon quaternary carbon center with the excellent stereoselectivities.