Synthesis and exchange reactions of 5??alkyl??2??oxo??6??thioxo??1, 2, 3, 6??hexahydropyrimidine??4??carboxylic acids

…, J Kirk, M Manthey, RI Christopherson…

Index: Batty, Craig A.; Manthey, Michael K.; Kirk, Julie; Manthey, Monika; Christopherson, Richard I.; Hambley, Trevor Journal of Heterocyclic Chemistry, 1997 , vol. 34, # 4 p. 1355 - 1367

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Citation Number: 8

Abstract

Abstract An improved preparation of 2-oxo-6-thioxo-1, 2, 3, 6-hexahydropyrimidine-4- carboxylic acid 3, a potent inhibitor of dihydroorotase is presented. Trans-5-alkyl-2-oxo-6- thioxohexahydropyrimidine-4-carboxylic acids 12a-c were synthesised via the thiation of the p-methoxybenzyl esters of 5-alkyldihydroorotic acids with Lawesson's reagent followed by subsequent de-protection. The corresponding cisisomers were prepared by reduction of 5 ...