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A novel no‐carrier‐added submicromolar scale radiosynthesis of [ S ‐methyl‐ 14 C]‐florfenicol
Author(s) -
Srinivas G.,
Prabhakar G.,
Unny V. K. P.,
Sudhakar K.,
Mukkanti K.,
Choudary B. M.
Publication year - 2013
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.3053
Subject(s) - chemistry , methyl iodide , radiosynthesis , florfenicol , triethylamine , yield (engineering) , nuclear chemistry , radiochemistry , sulfuric acid , methyl group , medicinal chemistry , organic chemistry , alkyl , in vivo , biochemistry , materials science , microbiology and biotechnology , metallurgy , biology , antibiotics
In this paper is reported a novel reaction scheme for the no‐carrier‐added submicromolar scale radiosynthesis of [ S ‐methyl‐ 14 C]‐florfenicol that has been newly designed, developed and employed by us successfully. The [ 14 C]‐product was obtained in an overall radiochemical yield of 30% based on [ 14 C]‐methyl iodide taken for the reaction with a radiochemical purity of more than 96%. The specific activity of the product was ~50 mCi (1.85 GBq)/mmol. Chlorosulfonation of compound I was followed by sodium salt formation in situ and it was succeeded by the introduction of [ 14 C]‐methyl group by coupling with [ 14 C]‐CH 3 I. Subsequently, the oxazolidin‐2‐one protecting group was opened up by a reaction with sulfuric acid in dioxane and later, the amino group was dichloroacetylated with methyl‐2,2‐dichloroacetate in triethylamine to obtain [ S ‐methyl‐ 14 C]‐florfenicol.