Abstract
AbstractIsothiocyanates have gained considerable attention for their role as potent chemopreventive agents. Sulforaphane, 1a (SFN), a naturally occurring isothiocyanate, was isotopically labelled in five steps starting from 3‐(methylthio)‐1‐propanol (2). Reacting 2 with tosyl chloride in the presence of Et3N yielded the tosylate 3. Gently refluxing 3 with K14CN in DMF gave the nitrile 4b. Reduction to the amine 5b was achieved using BH3‐THF. Oxidation with 30% hydrogen peroxide followed by treatment with thiophosgene yielded (±)[1‐14C]SFN, 1b. The overall radiochemical yield was 4.4% based on the starting K14CN. Copyright © 2003 John Wiley & Sons, Ltd.
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