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Digitale Medien

Synthesis of Uridine with Methylene-2-thiohydantoin as 5-Substituent (1994)

El-Barbary, Ahmed A. ; Khodair, Ahmed I. ; Pedersen, Erik B. ; [weitere]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1994 (1994), S. 619-621

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ISSN: 0170-2041

Schlagwort(e): Uridine, methylene-2-thiohydantoin derivative ; Nucleosides ; 2-Thiohydantoin ; Herpes simplex virus ; Chemistry ; Organic Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: 5-Formyl-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)uracil (4) was synthesized from 5-formyluracil (2) and 1,2,3,5-tetra-O-acetyl-β-D-ribofuranose (3) and condensed with 2-thiohydantoin derivatives 5 by using piperidine as the catalyst to give 5-(uridin-5-ylmethylene)-2-thiohydantoin (8a) and 3-phenyl-5-(uridin-5-ylmethylene)-2-thiohydantoin (8b) after deprotection with sodium methoxide in methanol. Compound 8a was also obtained in an inversed reaction sequence from 5-formyluracil starting with condensation with 2-thiohydantoin and then with 3. The compounds 8a and 8b did not show any activity against HSV-1 or HIV-1.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/jlac.199419940613

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