Large‐scale preparation of 13C‐labeled 2‐(phenylthio)acetic acid and the corresponding labeled sulfoxides and sulfones |
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| Authors: | Rodolfo A. Martinez David R. Glass Erick G. Ortiz Marc A. Alvarez Ernesto Juarez Siegfried N. Lodwig Clifford J. Unkefer |
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| Affiliation: | 1. The National Stable Isotope Resource, Los Alamos National Laboratory, , Los Alamos, NM, USA;2. Bioenergy and Environmental Science Group, Bioscience Division, Los Alamos National Laboratory, , Los Alamos, NM, USA;3. Department of Chemistry, New Mexico Highlands University, , Las Vegas, NM 87701 USA |
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| Abstract: | We have developed large‐scale efficient procedures for the conversion of commercially available [13C]‐ or [2H3,13C]methanol and 13CO2 or 13C‐labeled bromoacetic acid to 2‐(phenylthio)[1,2‐13C2]‐, [1‐13C]‐, and [2‐13C]acetic acid. The resulting derivatives are versatile, chemically stable, and nonvolatile two‐carbon labeling precursors. We have used the 13C‐isotopomers of 2‐(phenylthio)acetic acid in the synthesis of 13C‐labeled acrylic acid, methacrylic acid, and trans‐crotonic acid. |
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| Keywords: | stable isotope labeling 13C‐labeled synthons 2‐(phenylthio)[1,2‐13C2]acetic acid |
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