Large-scale preparation of (13) C-labeled 2-(phenylthio)acetic acid and the corresponding labeled sulfoxides and sulfones.

J Labelled Comp Radiopharm

The National Stable Isotope Resource, Los Alamos National Laboratory, Los Alamos, NM, USA; Bioenergy and Environmental Science Group, Bioscience Division, Los Alamos National Laboratory, Los Alamos, NM, USA; Department of Chemistry, New Mexico Highlands University, Box 9000, Las Vegas, NM 87701, USA.

Published: February 2013

We have developed large-scale efficient procedures for the conversion of commercially available [(13) C]- or [(2) H3 ,(13) C]methanol and (13) CO2 or (13) C-labeled bromoacetic acid to 2-(phenylthio)[1,2-(13) C2 ]-, [1-(13) C]-, and [2-(13) C]acetic acid. The resulting derivatives are versatile, chemically stable, and nonvolatile two-carbon labeling precursors. We have used the (13) C-isotopomers of 2-(phenylthio)acetic acid in the synthesis of (13) C-labeled acrylic acid, methacrylic acid, and trans-crotonic acid.

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http://dx.doi.org/10.1002/jlcr.2991DOI Listing

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