S. I. Zav'yalov, L. Kulikova, O. V. Dorofeeva
2006
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Journal
Pharmaceutical Chemistry Journal
Abstract
Regioselective chlorination of a methyl group in 6-(5-methyl-2-oxo-4-imidazolin-4-yl)-6-oxohexanoic acid ethyl ester via reaction with sulfuryl chloride in methylene chloride has been performed for the first time. The synthesis of 5-(2-oxo-2,3-dihydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid methyl and ethyl esters (tetradehydrobiotin esters) – key compounds in biotin (vitamin H) synthesis – has been developed proceeding from 6-(2-oxo-5-chloromethyl-4-imidazolin-4-yl)-6-oxohexanoic acid ester.