Selective deuteration over raney nickel in deuterium oxide: Methyl glycosides
Identifieur interne : 001131 ( Istex/Curation ); précédent : 001130; suivant : 001132Selective deuteration over raney nickel in deuterium oxide: Methyl glycosides
Auteurs : Stephen J. Angyal [Australie] ; John D. Stevens [Australie] ; Léon Odier [France]Source :
- Carbohydrate Research [ 0008-6215 ] ; 1986.
English descriptors
- KwdEn :
- Angyal, Carbohydr, Carbon atom, Catalyst, Catalyst surface, Chem, Considerable exchange, Deuteration, Deuterium, Deuterium exchange, Deuterium oxide, Enol, Equatorial methoxyl group, Exchange reaction, Free hydroxyl group, Glycoside, Hydrogen atom, Hydrogen atoms, Hydroxyl, Hydroxyl group, Hydroxymethyl group, Koch, Lesser extent, Many instances, Methoxyl, Methoxyl group, Methyl, Methyl exchanges, Methyl glycosides, Nickel catalyst, Other positions, Pyranosides, Raney, Raney nickel, Reaction rates, Selecllve deuteration, Selective deuteration, Signals overlap, Similar rates, Small proportions, Such exchange, Various positions.
- Teeft :
- Angyal, Carbohydr, Carbon atom, Catalyst, Catalyst surface, Chem, Considerable exchange, Deuteration, Deuterium, Deuterium exchange, Deuterium oxide, Enol, Equatorial methoxyl group, Exchange reaction, Free hydroxyl group, Glycoside, Hydrogen atom, Hydrogen atoms, Hydroxyl, Hydroxyl group, Hydroxymethyl group, Koch, Lesser extent, Many instances, Methoxyl, Methoxyl group, Methyl, Methyl exchanges, Methyl glycosides, Nickel catalyst, Other positions, Pyranosides, Raney, Raney nickel, Reaction rates, Selecllve deuteration, Selective deuteration, Signals overlap, Similar rates, Small proportions, Such exchange, Various positions.
Abstract
Abstract: The rate of protium-deuterium exchange, catalyzed by deuterated Raney nickel in deuterium oxide, in various positions in methyl glycopyranosides and furanosides has been studied. In general, the exchange process is not highly regio-selective in these compounds. However, conditions were found under which methyl β-d-fructopyranoside can be selectively labelled on C-5, methyl β-d-fructofuranoside on C-3, and methyl β-d-galactopyranoside on C-3 and C-4.
Url:
DOI: 10.1016/0008-6215(86)85061-3
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Stevens</name><affiliation wicri:level="1"><mods:affiliation>School of Chemistry, University of New South Wales, Kensington, N.S.W. 2033 Australia</mods:affiliation><country xml:lang="fr">Australie</country><wicri:regionArea>School of Chemistry, University of New South Wales, Kensington</wicri:regionArea></affiliation></author><author><name sortKey="Odier, Leon" sort="Odier, Leon" uniqKey="Odier L" first="Léon" last="Odier">Léon Odier</name><affiliation wicri:level="0"><mods:affiliation>Laboratoires de Chimie Départment de Recherche Fondamentale, Groupe Macromolécules Végétales, Centre d'Etudes Nucléaires de Grenoble, 85 X, F-38041 Grenoble France</mods:affiliation><country wicri:rule="zip">France</country></affiliation></author></analytic><monogr></monogr><series><title level="j">Carbohydrate Research</title><title level="j" type="abbrev">CAR</title><idno type="ISSN">0008-6215</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="1986">1986</date><biblScope unit="volume">157</biblScope><biblScope unit="supplement">C</biblScope><biblScope unit="page" from="83">83</biblScope><biblScope unit="page" to="94">94</biblScope></imprint><idno type="ISSN">0008-6215</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0008-6215</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Angyal</term><term>Carbohydr</term><term>Carbon atom</term><term>Catalyst</term><term>Catalyst surface</term><term>Chem</term><term>Considerable exchange</term><term>Deuteration</term><term>Deuterium</term><term>Deuterium exchange</term><term>Deuterium oxide</term><term>Enol</term><term>Equatorial methoxyl group</term><term>Exchange reaction</term><term>Free hydroxyl group</term><term>Glycoside</term><term>Hydrogen atom</term><term>Hydrogen atoms</term><term>Hydroxyl</term><term>Hydroxyl group</term><term>Hydroxymethyl group</term><term>Koch</term><term>Lesser extent</term><term>Many instances</term><term>Methoxyl</term><term>Methoxyl group</term><term>Methyl</term><term>Methyl exchanges</term><term>Methyl glycosides</term><term>Nickel catalyst</term><term>Other positions</term><term>Pyranosides</term><term>Raney</term><term>Raney nickel</term><term>Reaction rates</term><term>Selecllve deuteration</term><term>Selective deuteration</term><term>Signals overlap</term><term>Similar rates</term><term>Small proportions</term><term>Such exchange</term><term>Various positions</term></keywords><keywords scheme="Teeft" xml:lang="en"><term>Angyal</term><term>Carbohydr</term><term>Carbon atom</term><term>Catalyst</term><term>Catalyst surface</term><term>Chem</term><term>Considerable exchange</term><term>Deuteration</term><term>Deuterium</term><term>Deuterium exchange</term><term>Deuterium oxide</term><term>Enol</term><term>Equatorial methoxyl group</term><term>Exchange reaction</term><term>Free hydroxyl group</term><term>Glycoside</term><term>Hydrogen atom</term><term>Hydrogen atoms</term><term>Hydroxyl</term><term>Hydroxyl group</term><term>Hydroxymethyl group</term><term>Koch</term><term>Lesser extent</term><term>Many instances</term><term>Methoxyl</term><term>Methoxyl group</term><term>Methyl</term><term>Methyl exchanges</term><term>Methyl glycosides</term><term>Nickel catalyst</term><term>Other positions</term><term>Pyranosides</term><term>Raney</term><term>Raney nickel</term><term>Reaction rates</term><term>Selecllve deuteration</term><term>Selective deuteration</term><term>Signals overlap</term><term>Similar rates</term><term>Small proportions</term><term>Such exchange</term><term>Various positions</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Abstract: The rate of protium-deuterium exchange, catalyzed by deuterated Raney nickel in deuterium oxide, in various positions in methyl glycopyranosides and furanosides has been studied. In general, the exchange process is not highly regio-selective in these compounds. However, conditions were found under which methyl β-d-fructopyranoside can be selectively labelled on C-5, methyl β-d-fructofuranoside on C-3, and methyl β-d-galactopyranoside on C-3 and C-4.</div></front></TEI></record>Pour manipuler ce document sous Unix (Dilib)
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