Enantiospecific synthesis of carbocyclic (+)-(E)-5-(2-bromovinyl)-2'-deoxyuridine.
(+)-1-[(1R, 3S, 4R)-3-hydroxy-4-hydroxymethylcyclopentyl]-5-[(E)-2- bromovinyl]-1H,3H-pyrimidin-2,4-dione 10 was synthesized starting from (+)-endo-5-norbornen-2-yl acetate. This chiral educt was obtained by enzymatic hydrolysis of racemic esters of endo-5-norbornen-2-ol.
Institute of Organic Chemistry, Technical University Graz, Austria.
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Bodenteich
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Griengl
D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D003517:Cyclopentanes / Q000138:chemical synthesis*; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D007202:Indicators and Reagents; D013237:Stereoisomerism
D000970:Antineoplastic Agents; D003517:Cyclopentanes; D007202:Indicators and Reagents; C045201:1-(3-hydroxy-4-(hydroxymethyl)cyclopentyl)-5-(2-iodovinyl)-2,4-(1H,3H)-pyrimidinedione; D003857:Deoxyuridine