(1S,6S)-1-(4-methoxyphenyl)-7-oxabicyclo[4.1.0]heptane | 943898-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1S,6S)-1-(4-methoxyphenyl)-7-oxabicyclo[4.1.0]heptane
• CAS: 943898-97-3
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: BVJQCXJMPJYGSH-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(4-甲氧基苯基)环己醇 在 (2S)-N-[(2S)-3-methyl-1-oxo-1-[[(1R)-1-phenylethyl]amino]butan-2-yl]-1-[(2S)-5,5,5-trifluoro-2-methyl-4-oxopentanoyl]pyrrolidine-2-carboxamide 、 双氧水 、 三氟乙酸 作用下， 以 2-甲基-2-丁醇 、 乙腈 为溶剂， 反应 28.0h， 生成 (1S,6S)-1-(4-methoxyphenyl)-7-oxabicyclo[4.1.0]heptane 、 (-)-(1S,2S)-1-(4-methoxyphenyl)cyclohex-1-ene oxide
  参考文献：
  名称：

  A Peptide-Embedded Trifluoromethyl Ketone Catalyst for Enantioselective Epoxidation

  摘要：

  The development of peptide-based oxidation catalysts that use a transiently generated dioxirane as the chemically active species is reported. The active catalyst is a chiral trifluoromethyl ketone (Tfk) with a pendant carboxylic acid that can be readily incorporated into a peptide. These peptides were capable of epoxidizing alkenes in high yield (up to 89%) and enantiomeric ratios (er) ranging from 69.0:31.0 to 91.0:9.0, depending on the alkene substitution pattern.

  DOI：

  10.1021/ol3000712

文献信息

• A Peptide-Embedded Trifluoromethyl Ketone Catalyst for Enantioselective Epoxidation
  作者：David K. Romney、Scott J. Miller

  DOI：10.1021/ol3000712

  日期：2012.2.17

  The development of peptide-based oxidation catalysts that use a transiently generated dioxirane as the chemically active species is reported. The active catalyst is a chiral trifluoromethyl ketone (Tfk) with a pendant carboxylic acid that can be readily incorporated into a peptide. These peptides were capable of epoxidizing alkenes in high yield (up to 89%) and enantiomeric ratios (er) ranging from 69.0:31.0 to 91.0:9.0, depending on the alkene substitution pattern.