Selective deuteration over raney nickel in deuterium oxide: Methyl glycosides
Identifieur interne : 001131 ( Istex/Corpus ); précédent : 001130; suivant : 001132Selective deuteration over raney nickel in deuterium oxide: Methyl glycosides
Auteurs : Stephen J. Angyal ; John D. Stevens ; Léon OdierSource :
- 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
Links to Exploration step
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<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>
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<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.</abstract>
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<titleInfo type="alternative" lang="en" contentType="CDATA"><title>Selective deuteration over raney nickel in deuterium oxide: Methyl glycosides</title>
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<name type="personal"><namePart type="given">Stephen J.</namePart>
<namePart type="family">Angyal</namePart>
<affiliation>School of Chemistry, University of New South Wales, Kensington, N.S.W. 2033 Australia</affiliation>
<role><roleTerm type="text">author</roleTerm>
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<name type="personal"><namePart type="given">John D.</namePart>
<namePart type="family">Stevens</namePart>
<affiliation>School of Chemistry, University of New South Wales, Kensington, N.S.W. 2033 Australia</affiliation>
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</name>
<name type="personal"><namePart type="given">Léon</namePart>
<namePart type="family">Odier</namePart>
<affiliation>Laboratoires de Chimie Départment de Recherche Fondamentale, Groupe Macromolécules Végétales, Centre d'Etudes Nucléaires de Grenoble, 85 X, F-38041 Grenoble France</affiliation>
<description>On the staff of Université Scientifique et Médicale de Grenoble.</description>
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<originInfo><publisher>ELSEVIER</publisher>
<dateIssued encoding="w3cdtf">1986</dateIssued>
<copyrightDate encoding="w3cdtf">1986</copyrightDate>
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<language><languageTerm type="code" authority="iso639-2b">eng</languageTerm>
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<abstract 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.</abstract>
<note>Selective deuteration, Part II. For Part I, see ref. 1.</note>
<relatedItem type="host"><titleInfo><title>Carbohydrate Research</title>
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<titleInfo type="abbreviated"><title>CAR</title>
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<genre type="journal" authority="ISTEX" authorityURI="https://publication-type.data.istex.fr" valueURI="https://publication-type.data.istex.fr/ark:/67375/JMC-0GLKJH51-B">journal</genre>
<originInfo><publisher>ELSEVIER</publisher>
<dateIssued encoding="w3cdtf">19861201</dateIssued>
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<identifier type="ISSN">0008-6215</identifier>
<identifier type="PII">S0008-6215(00)X0535-6</identifier>
<part><date>19861201</date>
<detail type="volume"><number>157</number>
<caption>vol.</caption>
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<detail type="supplement"><number>C</number>
<caption>Suppl.</caption>
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<extent unit="issue-pages"><start>1</start>
<end>272</end>
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<extent unit="pages"><start>83</start>
<end>94</end>
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<identifier type="DOI">10.1016/0008-6215(86)85061-3</identifier>
<identifier type="PII">0008-6215(86)85061-3</identifier>
<identifier type="ArticleID">86850613</identifier>
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