Design and Synthesis of 2-Acetamido-2,3-dideoxythiodisaccharides via Diastereoselective Conjugate Addition to Sugar Enone O-Acetyl Oximes. Galactosidase Inhibition Studies

dc.creatorDada, Lucas
dc.creatorManzano, Veronica Elena
dc.creatorVarela, Oscar Jose
dc.date.accessioned2019-11-15T14:41:19Z
dc.date.accessioned2022-10-15T09:40:12Z
dc.date.available2019-11-15T14:41:19Z
dc.date.available2022-10-15T09:40:12Z
dc.date.created2019-11-15T14:41:19Z
dc.date.issued2018-10
dc.identifierDada, Lucas; Manzano, Veronica Elena; Varela, Oscar Jose; Design and Synthesis of 2-Acetamido-2,3-dideoxythiodisaccharides via Diastereoselective Conjugate Addition to Sugar Enone O-Acetyl Oximes. Galactosidase Inhibition Studies; American Chemical Society; Organic Letters; 20; 19; 10-2018; 6225-6228
dc.identifier1523-7060
dc.identifierhttp://hdl.handle.net/11336/89048
dc.identifierCONICET Digital
dc.identifierCONICET
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/4371454
dc.description.abstractThe key step in a new synthesis of 2-acetamido-2,3-dideoxy-(14)-thiodisaccharides was the conjugate addition of a 1-thiogalactose derivative to E and Z acetyl oximes derived from sugar enones. This reaction was shown to be completely diastereoselective for both the formation of the thioglycosidic linkage and the configuration of acetyl oxime. The thiodisaccharides have been designed as inhibitors of the β-galactosidase from E. coli, and they have been shown to successfully meet such requirements.
dc.languageeng
dc.publisherAmerican Chemical Society
dc.relationinfo:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/10.1021/acs.orglett.8b02692
dc.relationinfo:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1021/acs.orglett.8b02692
dc.rightshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.subjectThiodisaccharides
dc.subjectGalactosidase Inhibition
dc.subjectOximes
dc.titleDesign and Synthesis of 2-Acetamido-2,3-dideoxythiodisaccharides via Diastereoselective Conjugate Addition to Sugar Enone O-Acetyl Oximes. Galactosidase Inhibition Studies
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:ar-repo/semantics/artículo
dc.typeinfo:eu-repo/semantics/publishedVersion


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