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Synthesis of 3-azido-2,3,6-trideoxy-β-D-arabino-hexopyranosyl pyranonaphthoquinone analogues of medermycin

Brimble, Margaret A; Davey, Roger M; McLeod, Malcolm; Murphy, Maureen

Description

The synthesis of an isomeric mixture of 4-O-acetyl-3-azido-2,3,6-trideoxy-β-D-arabino-hexopyranosyl analogues 6 of the C-glycosylpyranonaphthoquinone antibiotic medermycin is described. The key 3-acetyl-6-(4-O-acetyl-3-azido- 2,3,6-trideoxy-β-D-arabino-

dc.contributor.authorBrimble, Margaret A
dc.contributor.authorDavey, Roger M
dc.contributor.authorMcLeod, Malcolm
dc.contributor.authorMurphy, Maureen
dc.date.accessioned2015-12-10T22:25:11Z
dc.identifier.issn1477-0520
dc.identifier.urihttp://hdl.handle.net/1885/53373
dc.description.abstractThe synthesis of an isomeric mixture of 4-O-acetyl-3-azido-2,3,6-trideoxy-β-D-arabino-hexopyranosyl analogues 6 of the C-glycosylpyranonaphthoquinone antibiotic medermycin is described. The key 3-acetyl-6-(4-O-acetyl-3-azido- 2,3,6-trideoxy-β-D-arabino-
dc.publisherRoyal Society of Chemistry
dc.sourceOrganic and Biomolecular Chemistry
dc.subjectKeywords: Addition reactions; Antibiotics; Hydrocarbons; Hydrolysis; Mixtures; Molecular structure; Organic compounds; Oxidation; Azido trideoxy arabino hexopyranosyl; Medermycin; Oxidative rearrangement; Pyranonaphthoquinone; Reductive monomethylation; Stille reac
dc.titleSynthesis of 3-azido-2,3,6-trideoxy-β-D-arabino-hexopyranosyl pyranonaphthoquinone analogues of medermycin
dc.typeJournal article
local.description.notesImported from ARIES
local.identifier.citationvolume1
dc.date.issued2003
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationu4005981xPUB272
local.type.statusPublished Version
local.contributor.affiliationBrimble, Margaret A, University of Auckland
local.contributor.affiliationDavey, Roger M, University of Sydney
local.contributor.affiliationMcLeod, Malcolm, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationMurphy, Maureen, University of Sydney
local.description.embargo2037-12-31
local.bibliographicCitation.issue10
local.bibliographicCitation.startpage1690
local.bibliographicCitation.lastpage1700
local.identifier.doi10.1039/b301449p
dc.date.updated2015-12-09T09:21:59Z
local.identifier.scopusID2-s2.0-0141940237
CollectionsANU Research Publications

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