(R/S)-3,7-[9,9,9-(2)H3]dimethyl-6-[4,4,(2)H2]-octenol | 244161-39-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R/S)-3,7-[9,9,9-(2)H3]dimethyl-6-[4,4,(2)H2]-octenol
• 英文别名: (R/S)-3,7-<9,9,9-2H3>dimethyl-6-<4,4-2H2>octenol；d5-citronellol
• CAS: 244161-39-5
• 化学式: C₁₀H₂₀O
• 分子量: 161.228
• InChiKey: QMVPMAAFGQKVCJ-SBRIIUNQSA-N

反应信息

• 作为反应物：
  描述：

  (R/S)-3,7-[9,9,9-(2)H3]dimethyl-6-[4,4,(2)H2]-octenol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 d5-isopulegone
  参考文献：
  名称：

  Biogenetic Studies in Mentha × piperita. 1. Deuterium-Labeled Monoterpene Ketones:  Synthesis and Stereoselective Analysis

  摘要：

  Pulegone, menthone, and isomenthone isotopomers are synthesized as regioselectively deuterated d(5)- and d(8)-stereoisomers. Deuterium-labeled menthone and isomenthone enantiomers are analyzed using enantioselective multidimensional gas chromatography/mass spectrometry. The deuterated stereoisomers of menthone and isomenthone are separated from the unlabeled menthone and isomenthone on a glass capillary column, coated with 50% octakis(2,3-di-O-butyryl-6-O-tert-butyldimethylsilyl)-gamma-cyclodextrin in OV 1701vi as the chiral stationary phase. These deuterium-labeled monoterpene ketones are proved to be highly valuable substrates in biosynthetic studies of terpenoid compounds.

  DOI：

  10.1021/jf990132f
• 作为产物：
  描述：

  (R/S)-3,7-<9,9,9-2H3>dimethyl-6-<4,4-2H2>ethyl octenoate 在 红铝 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 (R/S)-3,7-[9,9,9-(2)H3]dimethyl-6-[4,4,(2)H2]-octenol
  参考文献：
  名称：

  Biogenetic Studies in Mentha × piperita. 1. Deuterium-Labeled Monoterpene Ketones:  Synthesis and Stereoselective Analysis

  摘要：

  Pulegone, menthone, and isomenthone isotopomers are synthesized as regioselectively deuterated d(5)- and d(8)-stereoisomers. Deuterium-labeled menthone and isomenthone enantiomers are analyzed using enantioselective multidimensional gas chromatography/mass spectrometry. The deuterated stereoisomers of menthone and isomenthone are separated from the unlabeled menthone and isomenthone on a glass capillary column, coated with 50% octakis(2,3-di-O-butyryl-6-O-tert-butyldimethylsilyl)-gamma-cyclodextrin in OV 1701vi as the chiral stationary phase. These deuterium-labeled monoterpene ketones are proved to be highly valuable substrates in biosynthetic studies of terpenoid compounds.

  DOI：

  10.1021/jf990132f

文献信息

• Fuchs; Montag; Mosandl, Enantiomer, <hi>2001</hi>, vol. 6, # 6, p. 319 - 327
  作者：Fuchs、Montag、Mosandl

  DOI：——

  日期：——