Preparation of trimethyloxosulfonium‐¹³C iodide

Abstract

Trimethylox~sulfonium-~~C i o d i d e (30% 13C-enriched) was. prepared from l3C-labe1led barium carbonate by proceeding through methanol-13C and methyl-C iodide. t i o n of trimethyloxosulfonium i o d i d e which afforded 53.6% of product w a s modified so t h a t a 77% y i e l d of trimethyloxosulfonium-13C i o d i d e w a s obtained. 13The o r i g i n a l procedure f o r t h e prepara-

Reactions and products revealed by NMR spectra of deuterated dimethylsulfoxide with iodomethane in neutral and basic media

“…2a is detected by NMR, without isolating it from the medium and by producing it in a closed recipient, without inert atmosphere, refluxing or anhydrous DMSO, under different experimental conditions and having reagents in different proportions to those used by Kuhn and Trischmann [13,14] or other authors, to obtain 2 or some isotopomer of 2. [20][21][22][23][24] After ( 13 C NMR: δ 38.4). In both systems, there was an increase in the concentration of 4 while 2a and CH 3 I diminished.…”

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

“…Stable isotopes 13 C, 15 N, 17 O, 18 O, and 2 H have the benefit that they are detected by mass spectrometry and, with the exception of 18 O, by NMR spectroscopy, yielding information about both the extent and the position of the stable isotope labels. 13 C-labeled compounds have proven to be especially useful in studying complex biological systems.…”

“…Stable isotopes 13 C, 15 N, 17 O, 18 O, and 2 H have the benefit that they are detected by mass spectrometry and, with the exception of 18 O, by NMR spectroscopy, yielding information about both the extent and the position of the stable isotope labels. 13 C-labeled compounds have proven to be especially useful in studying complex biological systems. For example, stable isotope labels have been used to obtain detailed information about the biosynthetic pathways [1][2][3][4] leading to useful products such as enzyme cofactors, vitamins, antibiotics, and anticancer drugs.…”

“…For example, stable isotope labels have been used to obtain detailed information about the biosynthetic pathways [1][2][3][4] leading to useful products such as enzyme cofactors, vitamins, antibiotics, and anticancer drugs. In addition, 13 C-labeled compounds are useful in many phases of drug development including hit-to-lead optimization, pharmacokinetics, and elucidation of drug metabolism pathways. [5][6][7] Carbon-13 is enriched from its lighter isotope by cryogenic distillation of carbon monoxide; thus, all 13 C-labeled carbons must ultimately be derived from 13 CO.…”

“…In addition, 13 C-labeled compounds are useful in many phases of drug development including hit-to-lead optimization, pharmacokinetics, and elucidation of drug metabolism pathways. [5][6][7] Carbon-13 is enriched from its lighter isotope by cryogenic distillation of carbon monoxide; thus, all 13 C-labeled carbons must ultimately be derived from 13 CO. Highly efficient conversion of 13 CO to useful chemical precursors is essential to stable-isotope-labeling chemistry.…”