These tools will no longer be maintained as of December 31, 2024. Archived website can be found here. PubMed4Hh GitHub repository can be found here. Contact NLM Customer Service if you have questions.


Pubmed for Handhelds

PUBMED FOR HANDHELDS

Search MEDLINE/PubMed

  • Title: Synthesis and elimination reactions of methylsulfonium ions formed from styrene oxide and methylthio compounds related to methionine and cysteine.
    Author: Sheng LS, Horning EC, Horning MG.
    Journal: Drug Metab Dispos; 1984; 12(3):297-303. PubMed ID: 6145556.
    Abstract:
    Methylsulfonium compounds were prepared through the nucleophilic addition of a number of methylthio reagents to styrene oxide. In the absence of water, methylsulfonium ions from styrene oxide were converted to 2-hydroxy-1-methylthio-1-phenylethane (I) and 1-hydroxy-2-methylthio-1-phenylethane (II) by brief heating. In the presence of water, the glycol 1,2- dihydroxyphenylethane (III) was obtained along with I and II. The addition and elimination reactions were combined in sequences that were carried out in an organic solvent (acetone) or in aqueous solutions containing acetone or methanol. With L-methionine as the reagent, both reactions proceeded in sequence at 37 degrees C in water/methanol (80:20) to give I, II, and III as reaction products. These methods can be used to prepare the methylthio metabolites of styrene oxide.
    [Abstract] [Full Text] [Related] [New Search]