Synthesis of new stereoisomeric nitrate esters derived from isosorbide-mononitrates

dc.creator	Tokić-Vujošević, Zorana
dc.creator	Ceković, Z
dc.date.accessioned	2019-09-02T10:53:19Z
dc.date.available	2019-09-02T10:53:19Z
dc.date.issued	2001
dc.identifier.issn	0793-0283
dc.identifier.uri	https://farfar.pharmacy.bg.ac.rs/handle/123456789/289
dc.description.abstract	A synthesis of diastereomeric (7R) 7-endo-nitrooxy-3-oxo-2,5,9-trioxabicyclo[4.3.0]nonane (4b) and (7S) 7-exo-nitrooxy-3-oxo-2,5,9-trioxabicyclo[4.3.0] (7b) is described using D-glucitol as a starting compound. Bicyclic delta -lactones 4 and 7 are obtained in the reaction of 1,4-3,6-dianhydro-2-keto-D-glucitol-5-acylates 3 and 1,4-3, 6-dianhydro-5-keto-D-glucitol-2-acylates 6 with m-chloroperbenzoic acid. Hydrolysis of lactones 4b and 7b and subsequent esterification afforded the corresponding stereoisomeric (3R,4R) methyl (2-acetoxy-4-nitrooxytetrahydrofuran-3-yloxy)-acetate 10 and (3R,4S) isomer 12, respectively.	en
dc.publisher	Freund Publishing House Ltd, London
dc.rights	restrictedAccess
dc.source	Heterocyclic Communications
dc.title	Synthesis of new stereoisomeric nitrate esters derived from isosorbide-mononitrates	en
dc.type	article
dc.rights.license	ARR
dcterms.abstract	Токић-Вујошевић, Зорана; Цековић, З;
dc.citation.volume	7
dc.citation.issue	1
dc.citation.spage	43
dc.citation.epage	48
dc.citation.other	7(1): 43-48
dc.citation.rank	M23
dc.identifier.wos	000168508300007
dc.identifier.scopus	2-s2.0-0009761453
dc.identifier.rcub	https://hdl.handle.net/21.15107/rcub_farfar_289
dc.type.version	publishedVersion