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Synthesis 1995; 1995(8): 934-936
DOI: 10.1055/s-1995-4022
short paper
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Easy Synthesis of 5,6-Disubstituted Acyclouridine Derivatives

Krzysztof Danel, Erik Larsen, Erik B. Pedersen*
  • *Department of Chemistry, Odense University, DK-5230 Odense M, Denmark, Fax +45(66)158780; E-mail EBP@OUKEMI.OU.DK
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Publication Date:
31 December 2000 (online)

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Ethyl 2-ethyl-3-oxo-4-phenylbutyrate is synthesized in a high yield from the corresponding benzyl cyanide and ethyl 2-bromobutyrate or by reaction of the potassium salt of ethyl 2-ethylmalonate with phenylacetyl chloride. Condensation of the 3-oxo ester with thiourea, desulfurization with chloroacetic acid and finally condensation with acetals or 1,3-dioxolanes using trimethylsilyl triflate (TMS triflate) as a catalyst or with chloromethyl ethyl ether afforded the 5-ethyl-6-benzyl acyclouridine derivatives.

acyclic uridine analogues - ethyl 2-ethyl-3-oxo-4-phenylbutyrate - uracil synthesis - HEPT analogues