1-(+)-menthoxycarbonyl-2-methyl-4-phenylcyclopentadiene

• 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: 1-(+)-menthoxycarbonyl-2-methyl-4-phenylcyclopentadiene
• 英文别名: [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-methyl-4-phenylcyclopenta-2,4-diene-1-carboxylate
• 化学式: C₂₃H₃₀O₂
• 分子量: 338.49
• InChiKey: DWXXHZMWLBLLGQ-NDNXMADPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  五羰基铁 、 1-(+)-menthoxycarbonyl-2-methyl-4-phenylcyclopentadiene 在 2-norbornene 作用下， 以 正辛烷 为溶剂， 以68%的产率得到bis(η(5)-1-(+)-menthoxycarbonyl-2-methyl-4-phenylcyclopentadienyl)tetra(carbonyl)diiron
  参考文献：
  名称：

  Synthesis and Characterization of Planar-Chiral Cyclopentadienyliron Complexes (S)- and (R)-{η⁵-[1-Ph₂(OH)C-2-Me-4-PhC₅H₂]}Fe(CO)₂R (R = C⋮CPh, Me, SO₂Me)

  摘要：

  The first enantiomerically pure planar-chiral cyclopentadienyliron complexes, (S)- and (R)-eta(5)-(CpFe)-Fe-c(CO)(2)R [Cp-c = 1-hydroxydiphenylmethyl-2-methyl-4-phenylcyclopentadienyl; R = C=CPh (6), Me (8)], in which the locus of chirality is in the cyclopentadienyl center, were synthesized from (CpFe)-Fe-a(CO)(2)I (4a: Cp-a = 1-(-)-menthoxycarbonyl-2-methyl-4-phenylcyclopentadienyl) and (CpFe)-Fe-b(CO)(2)I (4b: Cp-b = 1-(+)-menthoxycarbonyl-2-methyl-4-phenylcyclopentadienyl) and were isolated as a diastereomerically pure form by fractional recrystallization. The molecular structures of 4a and 4b, including the absolute configuration, have been established by an X-ray crystallographic analysis based on the configuration of the (-)- and (+)-menthyl groups.

  DOI：

  10.1021/om9810347

文献信息

• Synthesis and Characterization of Planar-Chiral Cyclopentadienyliron Complexes (<i>S</i>)- and (<i>R</i>)-{η⁵-[1-Ph₂(OH)C-2-Me-4-PhC₅H₂]}Fe(CO)₂R (R = C⋮CPh, Me, SO₂Me)
  作者：Taku Katayama、Yasushi Morimoto、Michiru Yuge、Mitsunari Uno、Shigetoshi Takahashi

  DOI：10.1021/om9810347

  日期：1999.8.1

  The first enantiomerically pure planar-chiral cyclopentadienyliron complexes, (S)- and (R)-eta(5)-(CpFe)-Fe-c(CO)(2)R [Cp-c = 1-hydroxydiphenylmethyl-2-methyl-4-phenylcyclopentadienyl; R = C=CPh (6), Me (8)], in which the locus of chirality is in the cyclopentadienyl center, were synthesized from (CpFe)-Fe-a(CO)(2)I (4a: Cp-a = 1-(-)-menthoxycarbonyl-2-methyl-4-phenylcyclopentadienyl) and (CpFe)-Fe-b(CO)(2)I (4b: Cp-b = 1-(+)-menthoxycarbonyl-2-methyl-4-phenylcyclopentadienyl) and were isolated as a diastereomerically pure form by fractional recrystallization. The molecular structures of 4a and 4b, including the absolute configuration, have been established by an X-ray crystallographic analysis based on the configuration of the (-)- and (+)-menthyl groups.