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Improved chemical syntheses of 5,6-dihydro-5-fluorouracil.

ABSTRACT: 5,6-dihydro-5-fluorouracil (5-DHFU) is a metabolite of the chemotherapy drug 5-fluorouracil (5-FU) of importance for biological studies. 5-DHFU has been prepared by enzymatic reduction of 5-FU and in very low yield by hydrogenation of 5-FU; however, a practical chemical synthesis is not available. Facile racemic syntheses of 5-DHFU from 5-FU or uracil, using p-methoxybenzyl protecting groups followed by L-Selectride reduction, are reported.

SUBMITTER: LaFrate AL

PROVIDER: S-EPMC2562335 | biostudies-literature | 2007 Oct

REPOSITORIES: biostudies-literature

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Improved chemical syntheses of 5,6-dihydro-5-fluorouracil.

LaFrate Andrew L AL Katzenellenbogen John A JA

The Journal of organic chemistry 20070927 22

5,6-dihydro-5-fluorouracil (5-DHFU) is a metabolite of the chemotherapy drug 5-fluorouracil (5-FU) of importance for biological studies. 5-DHFU has been prepared by enzymatic reduction of 5-FU and in very low yield by hydrogenation of 5-FU; however, a practical chemical synthesis is not available. Facile racemic syntheses of 5-DHFU from 5-FU or uracil, using p-methoxybenzyl protecting groups followed by L-Selectride reduction, are reported. ...[more]

PMID: 17900141

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