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dc.contributor.authorKöllmann, Christoph
dc.contributor.authorSake, Svenja M
dc.contributor.authorJones, Peter G
dc.contributor.authorPietschmann, Thomas
dc.contributor.authorWerz, Daniel B
dc.date.accessioned2021-07-23T11:47:24Z
dc.date.available2021-07-23T11:47:24Z
dc.date.issued2020-02-26
dc.identifier.citationJ Org Chem. 2020 Mar 20;85(6):4267-4278. doi: 10.1021/acs.joc.9b03425. Epub 2020 Feb 26.en_US
dc.identifier.pmid32036652
dc.identifier.doi10.1021/acs.joc.9b03425
dc.identifier.urihttp://hdl.handle.net/10033/622955
dc.description.abstractAdjusting the protecting group strategy, from an alkyl ether to a bidentate ketal at the carbohydrate backbone of uridine, facilitates a switchable diastereoselective α- or β-C4'/C5'-spirocyclopropanation. Using these spirocyclopropanated nucleosides as key intermediates, we synthesized a variety of C4'-methylated d-ribose and l-lyxose-configured uridine derivatives by a base-mediated ring-opening of the spirocyclopropanol moiety. Investigations of antiviral activity against the human respiratory syncytial virus were carried out for selected derivatives, showing moderate activity.en_US
dc.language.isoenen_US
dc.publisherAmerican Chemical Societyen_US
dc.rightsAttribution 4.0 International*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.titleProtecting-Group-Mediated Diastereoselective Synthesis of C4'-Methylated Uridine Analogs and Their Activity against the Human Respiratory Syncytial Virus.en_US
dc.typeArticleen_US
dc.identifier.eissn1520-6904
dc.contributor.departmentTWINCORE, Zentrum für experimentelle und klinische Infektionsforschung GmbH,Feodor-Lynen Str. 7, 30625 Hannover, Germany.en_US
dc.identifier.journalThe Journal of organic chemistryen_US
dc.source.volume85
dc.source.issue6
dc.source.beginpage4267
dc.source.endpage4278
dc.source.journaltitleThe Journal of organic chemistry
dc.source.countryUnited States


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