About: Synthesis of (R)- and (S)-β-hydroxyphosphonate acyclonucleosides: structural analogues of Adefovir (PMEA)

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About: Synthesis of (R)- and (S)-β-hydroxyphosphonate acyclonucleosides: structural analogues of Adefovir (PMEA) Goto Sponge NotDistinct Permalink

An Entity of Type : schema:ScholarlyArticle, within Data Space : covidontheweb.inria.fr associated with source document(s)

Attributes	Values
type	Academic Article research paper schema:ScholarlyArticle
isDefinedBy	Covid-on-the-Web dataset
has title	Synthesis of (R)- and (S)-β-hydroxyphosphonate acyclonucleosides: structural analogues of Adefovir (PMEA)
Creator	Chaloin, Laurent Kasthuri, Mahesh Peyrottes, Suzanne Périgaud, Christian
Source	Elsevier; Medline; PMC
abstract	Abstract A synthetic pathway to new acyclonucleoside phosphonates, as analogues of Adefovir, is described. The reduction of an acyclonucleoside β-ketophosphonate, readily available from the nucleobase and benzylacrylate, afforded a mixture of (R)- and (S)-β-hydroxyphosphonate derivatives which was resolved. The assignment of the absolute configuration was proposed on the basis of NMR studies and was supported by molecular modelling studies.
has issue date	2011-07-31(xsd:dateTime)
bibo:doi	10.1016/j.tetasy.2011.08.010
bibo:pmid	32288328
has license	els-covid
sha1sum (hex)	6479f4f8a34f1d327fb9c9f1939b8e96b1ee11d5
schema:url	https://doi.org/10.1016/j.tetasy.2011.08.010
resource representing a document's title	Synthesis of (R)- and (S)-β-hydroxyphosphonate acyclonucleosides: structural analogues of Adefovir (PMEA)
has PubMed Central identifier	PMC7125833
has PubMed identifier	32288328
schema:publication	Tetrahedron: Asymmetry
resource representing a document's body	covid:6479f4f8a34f1d327fb9c9f1939b8e96b1ee11d5#body_text
is schema:about of	named entity 'SYNTHESIS' named entity 'analogues' named entity 'ABSOLUTE CONFIGURATION' named entity 'MIXTURE' named entity 'PROPOSED' named entity 'PHOSPHONATES' named entity 'REDUCTION' named entity 'NMR' named entity '28S' named entity 'SYNTHETIC' named entity 'ADEFOVIR' named entity 'ASSIGNMENT' named entity 'STRUCTURAL' named entity 'ADEFOVIR' named entity 'MOLECULAR MODELLING' named entity 'AVAILABLE' named entity 'ACYCLONUCLEOSIDE' named entity 'STUDIES' named entity 'SUPPORTED' named entity 'NEW' named entity 'BASIS' named entity 'PATHWAY' named entity 'RESOLVED' named entity 'DESCRIBED' named entity 'NUCLEOBASE' named entity '28S' named entity 'absolute configuration' named entity 'H-3' named entity 'column chromatography' named entity 'PMPA' named entity 'MeOH' named entity 'influenza' named entity 'Bruker' named entity 'diethyl ether' named entity 'methanol' named entity 'Michael addition' named entity 'medicinal chemists' named entity 'analogues' named entity 'nucleobase' named entity 'absolute configuration' named entity 'Adefovir' named entity 'structural analogues' named entity 'aluminium' named entity 'THF' named entity 'enantiomerically pure' named entity 'methanol' named entity 'column chromatography' named entity 'ppm' named entity 'ppm' named entity 'proton' named entity 'ppm' named entity 'phosphorylation' named entity 'regioselectivity' named entity 'MDCK' named entity 'HIV infections' named entity 'synthetic routes' named entity 'ion' named entity 'hydrogen bonds' named entity 'antiviral activity' named entity 'solvent' named entity 'mmol' named entity 'ppm' named entity 'polar compound' named entity 'diastereomer' named entity 'MeOH' named entity 'column chromatography' named entity 'racemic mixture' named entity 'retroviruses' named entity 'flash column chromatography' named entity 'precipitate' named entity 'ppm' named entity 'Cytotoxicity' named entity 'ethyl acetate' named entity 'acrylate' named entity 'NH 4' named entity 'moiety' named entity 'structural analogues' named entity 'antiviral agents'

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