(+/-)-d10-3-mercaptohexanol | 1031250-02-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 英文名称: (+/-)-d10-3-mercaptohexanol
• CAS: 1031250-02-8
• 化学式: C₆H₁₄OS
• 分子量: 144.163
• InChiKey: TYZFMFVWHZKYSE-MWIJSIGZSA-N

反应信息

• 作为产物：
  描述：

  在 lithium aluminium deuteride 作用下， 以 乙醚 为溶剂， 以1.27 g的产率得到(+/-)-d10-3-mercaptohexanol
  参考文献：
  名称：

  Synthesis of the Individual Diastereomers of the Cysteine Conjugate of 3-Mercaptohexanol (3-MH)

  摘要：

  The individual diastereoisomers of the cysteine conjugate of 3-mercaptohexanol (4) were synthesized with high isomeric purity (>98%). On treatment with Apotryptophanase enzyme, the 3R diastereoisomer of 4 gave an 82% yield of the R enantiomer of 1, with no trace of the 3S enantiomer present. Conversely, the 3S diastereoisomer of 4 gave the 3S enantiomer of 1 (43%) accompanied by a trace of the 3R form (SIR = 98.5:1.5), reflecting the diastereomeric purity of the cysteine conjugate. The same stereochemical outcome was observed when the individual diastereoisomers of 4 were added to fermentations with the Saccharomyces cerevisiae AWRI 1655 yeast strain, which gave 1 in 1% yield. A d(10)-analogue of 1 was synthesized and used as an internal standard to determine, by gas chromatography-mass spectrometry (GC-MS), the amounts of 1 formed in these transformations.

  DOI：

  10.1021/jf8000444