Ducho, Christian

[["dc.bibliographiccitation.firstpage","10083"],["dc.bibliographiccitation.issue","24"],["dc.bibliographiccitation.journal","The Journal of Organic Chemistry"],["dc.bibliographiccitation.lastpage","10098"],["dc.bibliographiccitation.volume","76"],["dc.contributor.author","Spork, Anatol P."],["dc.contributor.author","Wiegmann, Daniel"],["dc.contributor.author","Granitzka, Markus"],["dc.contributor.author","Stalke, Dietmar"],["dc.contributor.author","Ducho, Christian"],["dc.date.accessioned","2018-11-07T08:48:51Z"],["dc.date.available","2018-11-07T08:48:51Z"],["dc.date.issued","2011"],["dc.description.abstract","Novel hybrid structures of 5'-deoxyuridine and glycine were conceived and synthesized. Such nucleosyl amino acids (NAAs) represent simplified analogues of the core structure of muraymycin nucleoside antibiotics, making them useful synthetic building blocks for structure-activity relationship (SAR) studies. The key step of the developed synthetic route was the efficient and highly diastereoselective asymmetric hydrogenation of didehydro amino acid precursors toward protected NAA.s. It was anticipated that the synthesis of unprotected muraymycin derivatives via this route would require a suitable intermediate protecting group at the N-3 of the uracil base. After initial attempts using PMB- and BOM-N-3 protection, both of which resulted in problematic deprotection steps, an N-3 protecting group-free route was envisaged. In spite of the pronounced acidity of the uracil-3-NH, this route worked equally efficient and with identical stereoselectivities as the initial strategies involving N-3 protection. The obtained NAA building blocks were employed for the synthesis of truncated 5'-deoxymuraymycin analogues."],["dc.identifier.doi","10.1021/jo201935w"],["dc.identifier.isi","000297715900021"],["dc.identifier.pmid","22059552"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/21318"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Amer Chemical Soc"],["dc.relation.issn","0022-3263"],["dc.title","Stereoselective Synthesis of Uridine-Derived Nucleosyl Amino Acids"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","2876"],["dc.bibliographiccitation.issue","21"],["dc.bibliographiccitation.journal","Synthetic Communications"],["dc.bibliographiccitation.lastpage","2882"],["dc.bibliographiccitation.volume","43"],["dc.contributor.author","Ries, Oliver"],["dc.contributor.author","Granitzka, Markus"],["dc.contributor.author","Stalke, Dietmar"],["dc.contributor.author","Ducho, Christian"],["dc.date.accessioned","2018-11-07T09:17:42Z"],["dc.date.available","2018-11-07T09:17:42Z"],["dc.date.issued","2013"],["dc.description.abstract","Stem cell research is one of the most promising fields of modern biomedical research and regenerative medicine. Limited availability and ethical concerns suggest the renouncement of embryonic stem cells (ESCs), thus raising the need for more efficient procedures for the generation of stem cells, ideally through reprogramming of mammalian cells. The small molecule N-benzyl-2-(pyrimidin-4-ylamino)-thiazole-4-carboxamide (thiazovivin) is known to improve the generation of human induced pluripotent stem cells (iPSCs) from human fibroblasts. We herein describe a highly efficient procedure for the synthesis of thiazovivin over just five steps, which should be suitable for a large-scale application, and the first x-ray crystal structure of the target compound. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource: Full experimental and spectral details.]"],["dc.identifier.doi","10.1080/00397911.2012.745567"],["dc.identifier.isi","000322307500006"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/28229"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Taylor & Francis Inc"],["dc.relation.issn","1532-2432"],["dc.relation.issn","0039-7911"],["dc.title","Concise Synthesis and X-Ray Crystal Structure of N-Benzyl-2-(pyrimidin-4-ylamino)-thiazole-4-carboxamide (Thiazovivin), a Small-Molecule Tool for Stem Cell Research"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]