Synthesis of Sulfonamide-Bridged Glycomimetics
Identifieur interne : 001A81 ( PascalFrancis/Corpus ); précédent : 001A80; suivant : 001A82Synthesis of Sulfonamide-Bridged Glycomimetics
Auteurs : Marie Lopez ; Laurent F. Bornaghi ; Hugues Driguez ; Sally-Ann PoulsenSource :
- Journal of organic chemistry [ 0022-3263 ] ; 2011.
Descripteurs français
- Pascal (Inist)
English descriptors
- KwdEn :
Abstract
A flexible and short synthesis of sulfonamide-bridged di-, tri-, tetra-, and octasaccharide glycomimetics was accomplished by reaction of glycosyl thioacetates with amino sugar substrates. The chemistry to incorporate the sulfonamide linker in place of a native O-glycosidic bond was broadly scoped, allowing access to head-to-head (1↔1) and head-to-tail (1→2), (1→3), (1→4), and (1→6) sulfonamide-bridged glycomimetics. The synthesis proceeds with retention of configuration at the anomeric center and is compatible with variable stereochemical arrangements and with acid- and base-labile protecting groups.
Notice en format standard (ISO 2709)
Pour connaître la documentation sur le format Inist Standard.
pA |
|
---|
Format Inist (serveur)
NO : | PASCAL 11-0339950 INIST |
---|---|
ET : | Synthesis of Sulfonamide-Bridged Glycomimetics |
AU : | LOPEZ (Marie); BORNAGHI (Laurent F.); DRIGUEZ (Hugues); POULSEN (Sally-Ann) |
AF : | Eskitis Institute, Griffith University, Nathan Campus/Queensland, 4111/Australie (1 aut., 2 aut., 4 aut.); Centre de Recherche sur les Macromolécules Végétales, UPR-CNRS 5301, BP53/38041 Grenoble/France (3 aut.) |
DT : | Publication en série; Niveau analytique |
SO : | Journal of organic chemistry; ISSN 0022-3263; Coden JOCEAH; Etats-Unis; Da. 2011; Vol. 76; No. 9; Pp. 2965-2975; Bibl. 39 ref. |
LA : | Anglais |
EA : | A flexible and short synthesis of sulfonamide-bridged di-, tri-, tetra-, and octasaccharide glycomimetics was accomplished by reaction of glycosyl thioacetates with amino sugar substrates. The chemistry to incorporate the sulfonamide linker in place of a native O-glycosidic bond was broadly scoped, allowing access to head-to-head (1↔1) and head-to-tail (1→2), (1→3), (1→4), and (1→6) sulfonamide-bridged glycomimetics. The synthesis proceeds with retention of configuration at the anomeric center and is compatible with variable stereochemical arrangements and with acid- and base-labile protecting groups. |
CC : | 001C03C07A |
FD : | Synthèse chimique; Sulfonamide; Glycoside; Ose amine; Rétention configuration; Anomère; Stéréochimie; Groupe protecteur; Oside; Thioacétique acide dérivé; Composé glycomimétique |
ED : | Chemical synthesis; Sulfonamide; Glycoside; Aminosugar; Configuration retention; Anomer; Stereochemistry; Protecting group; Oside; Glycomimetic compound |
SD : | Síntesis química; Sulfonamida; Glicósido; Aminoazúcar; Retención configuración; Anómero; Estereoquímica; Grupo protector; Osido |
LO : | INIST-602.354000189769030020 |
ID : | 11-0339950 |
Links to Exploration step
Pascal:11-0339950Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en" level="a">Synthesis of Sulfonamide-Bridged Glycomimetics</title>
<author><name sortKey="Lopez, Marie" sort="Lopez, Marie" uniqKey="Lopez M" first="Marie" last="Lopez">Marie Lopez</name>
<affiliation><inist:fA14 i1="01"><s1>Eskitis Institute, Griffith University, Nathan Campus</s1>
<s2>Queensland, 4111</s2>
<s3>AUS</s3>
<sZ>1 aut.</sZ>
<sZ>2 aut.</sZ>
<sZ>4 aut.</sZ>
</inist:fA14>
</affiliation>
</author>
<author><name sortKey="Bornaghi, Laurent F" sort="Bornaghi, Laurent F" uniqKey="Bornaghi L" first="Laurent F." last="Bornaghi">Laurent F. Bornaghi</name>
<affiliation><inist:fA14 i1="01"><s1>Eskitis Institute, Griffith University, Nathan Campus</s1>
<s2>Queensland, 4111</s2>
<s3>AUS</s3>
<sZ>1 aut.</sZ>
<sZ>2 aut.</sZ>
<sZ>4 aut.</sZ>
</inist:fA14>
</affiliation>
</author>
<author><name sortKey="Driguez, Hugues" sort="Driguez, Hugues" uniqKey="Driguez H" first="Hugues" last="Driguez">Hugues Driguez</name>
<affiliation><inist:fA14 i1="02"><s1>Centre de Recherche sur les Macromolécules Végétales, UPR-CNRS 5301, BP53</s1>
<s2>38041 Grenoble</s2>
<s3>FRA</s3>
<sZ>3 aut.</sZ>
</inist:fA14>
</affiliation>
</author>
<author><name sortKey="Poulsen, Sally Ann" sort="Poulsen, Sally Ann" uniqKey="Poulsen S" first="Sally-Ann" last="Poulsen">Sally-Ann Poulsen</name>
<affiliation><inist:fA14 i1="01"><s1>Eskitis Institute, Griffith University, Nathan Campus</s1>
<s2>Queensland, 4111</s2>
<s3>AUS</s3>
<sZ>1 aut.</sZ>
<sZ>2 aut.</sZ>
<sZ>4 aut.</sZ>
</inist:fA14>
</affiliation>
</author>
</titleStmt>
<publicationStmt><idno type="wicri:source">INIST</idno>
<idno type="inist">11-0339950</idno>
<date when="2011">2011</date>
<idno type="stanalyst">PASCAL 11-0339950 INIST</idno>
<idno type="RBID">Pascal:11-0339950</idno>
<idno type="wicri:Area/PascalFrancis/Corpus">001A81</idno>
</publicationStmt>
<sourceDesc><biblStruct><analytic><title xml:lang="en" level="a">Synthesis of Sulfonamide-Bridged Glycomimetics</title>
<author><name sortKey="Lopez, Marie" sort="Lopez, Marie" uniqKey="Lopez M" first="Marie" last="Lopez">Marie Lopez</name>
<affiliation><inist:fA14 i1="01"><s1>Eskitis Institute, Griffith University, Nathan Campus</s1>
<s2>Queensland, 4111</s2>
<s3>AUS</s3>
<sZ>1 aut.</sZ>
<sZ>2 aut.</sZ>
<sZ>4 aut.</sZ>
</inist:fA14>
</affiliation>
</author>
<author><name sortKey="Bornaghi, Laurent F" sort="Bornaghi, Laurent F" uniqKey="Bornaghi L" first="Laurent F." last="Bornaghi">Laurent F. Bornaghi</name>
<affiliation><inist:fA14 i1="01"><s1>Eskitis Institute, Griffith University, Nathan Campus</s1>
<s2>Queensland, 4111</s2>
<s3>AUS</s3>
<sZ>1 aut.</sZ>
<sZ>2 aut.</sZ>
<sZ>4 aut.</sZ>
</inist:fA14>
</affiliation>
</author>
<author><name sortKey="Driguez, Hugues" sort="Driguez, Hugues" uniqKey="Driguez H" first="Hugues" last="Driguez">Hugues Driguez</name>
<affiliation><inist:fA14 i1="02"><s1>Centre de Recherche sur les Macromolécules Végétales, UPR-CNRS 5301, BP53</s1>
<s2>38041 Grenoble</s2>
<s3>FRA</s3>
<sZ>3 aut.</sZ>
</inist:fA14>
</affiliation>
</author>
<author><name sortKey="Poulsen, Sally Ann" sort="Poulsen, Sally Ann" uniqKey="Poulsen S" first="Sally-Ann" last="Poulsen">Sally-Ann Poulsen</name>
<affiliation><inist:fA14 i1="01"><s1>Eskitis Institute, Griffith University, Nathan Campus</s1>
<s2>Queensland, 4111</s2>
<s3>AUS</s3>
<sZ>1 aut.</sZ>
<sZ>2 aut.</sZ>
<sZ>4 aut.</sZ>
</inist:fA14>
</affiliation>
</author>
</analytic>
<series><title level="j" type="main">Journal of organic chemistry</title>
<title level="j" type="abbreviated">J. org. chem.</title>
<idno type="ISSN">0022-3263</idno>
<imprint><date when="2011">2011</date>
</imprint>
</series>
</biblStruct>
</sourceDesc>
<seriesStmt><title level="j" type="main">Journal of organic chemistry</title>
<title level="j" type="abbreviated">J. org. chem.</title>
<idno type="ISSN">0022-3263</idno>
</seriesStmt>
</fileDesc>
<profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Aminosugar</term>
<term>Anomer</term>
<term>Chemical synthesis</term>
<term>Configuration retention</term>
<term>Glycomimetic compound</term>
<term>Glycoside</term>
<term>Oside</term>
<term>Protecting group</term>
<term>Stereochemistry</term>
<term>Sulfonamide</term>
</keywords>
<keywords scheme="Pascal" xml:lang="fr"><term>Synthèse chimique</term>
<term>Sulfonamide</term>
<term>Glycoside</term>
<term>Ose amine</term>
<term>Rétention configuration</term>
<term>Anomère</term>
<term>Stéréochimie</term>
<term>Groupe protecteur</term>
<term>Oside</term>
<term>Thioacétique acide dérivé</term>
<term>Composé glycomimétique</term>
</keywords>
</textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract" xml:lang="en">A flexible and short synthesis of sulfonamide-bridged di-, tri-, tetra-, and octasaccharide glycomimetics was accomplished by reaction of glycosyl thioacetates with amino sugar substrates. The chemistry to incorporate the sulfonamide linker in place of a native O-glycosidic bond was broadly scoped, allowing access to head-to-head (1↔1) and head-to-tail (1→2), (1→3), (1→4), and (1→6) sulfonamide-bridged glycomimetics. The synthesis proceeds with retention of configuration at the anomeric center and is compatible with variable stereochemical arrangements and with acid- and base-labile protecting groups.</div>
</front>
</TEI>
<inist><standard h6="B"><pA><fA01 i1="01" i2="1"><s0>0022-3263</s0>
</fA01>
<fA02 i1="01"><s0>JOCEAH</s0>
</fA02>
<fA03 i2="1"><s0>J. org. chem.</s0>
</fA03>
<fA05><s2>76</s2>
</fA05>
<fA06><s2>9</s2>
</fA06>
<fA08 i1="01" i2="1" l="ENG"><s1>Synthesis of Sulfonamide-Bridged Glycomimetics</s1>
</fA08>
<fA11 i1="01" i2="1"><s1>LOPEZ (Marie)</s1>
</fA11>
<fA11 i1="02" i2="1"><s1>BORNAGHI (Laurent F.)</s1>
</fA11>
<fA11 i1="03" i2="1"><s1>DRIGUEZ (Hugues)</s1>
</fA11>
<fA11 i1="04" i2="1"><s1>POULSEN (Sally-Ann)</s1>
</fA11>
<fA14 i1="01"><s1>Eskitis Institute, Griffith University, Nathan Campus</s1>
<s2>Queensland, 4111</s2>
<s3>AUS</s3>
<sZ>1 aut.</sZ>
<sZ>2 aut.</sZ>
<sZ>4 aut.</sZ>
</fA14>
<fA14 i1="02"><s1>Centre de Recherche sur les Macromolécules Végétales, UPR-CNRS 5301, BP53</s1>
<s2>38041 Grenoble</s2>
<s3>FRA</s3>
<sZ>3 aut.</sZ>
</fA14>
<fA20><s1>2965-2975</s1>
</fA20>
<fA21><s1>2011</s1>
</fA21>
<fA23 i1="01"><s0>ENG</s0>
</fA23>
<fA43 i1="01"><s1>INIST</s1>
<s2>602</s2>
<s5>354000189769030020</s5>
</fA43>
<fA44><s0>0000</s0>
<s1>© 2011 INIST-CNRS. All rights reserved.</s1>
</fA44>
<fA45><s0>39 ref.</s0>
</fA45>
<fA47 i1="01" i2="1"><s0>11-0339950</s0>
</fA47>
<fA60><s1>P</s1>
</fA60>
<fA61><s0>A</s0>
</fA61>
<fA64 i1="01" i2="1"><s0>Journal of organic chemistry</s0>
</fA64>
<fA66 i1="01"><s0>USA</s0>
</fA66>
<fC01 i1="01" l="ENG"><s0>A flexible and short synthesis of sulfonamide-bridged di-, tri-, tetra-, and octasaccharide glycomimetics was accomplished by reaction of glycosyl thioacetates with amino sugar substrates. The chemistry to incorporate the sulfonamide linker in place of a native O-glycosidic bond was broadly scoped, allowing access to head-to-head (1↔1) and head-to-tail (1→2), (1→3), (1→4), and (1→6) sulfonamide-bridged glycomimetics. The synthesis proceeds with retention of configuration at the anomeric center and is compatible with variable stereochemical arrangements and with acid- and base-labile protecting groups.</s0>
</fC01>
<fC02 i1="01" i2="X"><s0>001C03C07A</s0>
</fC02>
<fC03 i1="01" i2="X" l="FRE"><s0>Synthèse chimique</s0>
<s5>01</s5>
</fC03>
<fC03 i1="01" i2="X" l="ENG"><s0>Chemical synthesis</s0>
<s5>01</s5>
</fC03>
<fC03 i1="01" i2="X" l="SPA"><s0>Síntesis química</s0>
<s5>01</s5>
</fC03>
<fC03 i1="02" i2="X" l="FRE"><s0>Sulfonamide</s0>
<s5>02</s5>
</fC03>
<fC03 i1="02" i2="X" l="ENG"><s0>Sulfonamide</s0>
<s5>02</s5>
</fC03>
<fC03 i1="02" i2="X" l="SPA"><s0>Sulfonamida</s0>
<s5>02</s5>
</fC03>
<fC03 i1="03" i2="X" l="FRE"><s0>Glycoside</s0>
<s5>04</s5>
</fC03>
<fC03 i1="03" i2="X" l="ENG"><s0>Glycoside</s0>
<s5>04</s5>
</fC03>
<fC03 i1="03" i2="X" l="SPA"><s0>Glicósido</s0>
<s5>04</s5>
</fC03>
<fC03 i1="04" i2="X" l="FRE"><s0>Ose amine</s0>
<s5>05</s5>
</fC03>
<fC03 i1="04" i2="X" l="ENG"><s0>Aminosugar</s0>
<s5>05</s5>
</fC03>
<fC03 i1="04" i2="X" l="SPA"><s0>Aminoazúcar</s0>
<s5>05</s5>
</fC03>
<fC03 i1="05" i2="X" l="FRE"><s0>Rétention configuration</s0>
<s5>06</s5>
</fC03>
<fC03 i1="05" i2="X" l="ENG"><s0>Configuration retention</s0>
<s5>06</s5>
</fC03>
<fC03 i1="05" i2="X" l="SPA"><s0>Retención configuración</s0>
<s5>06</s5>
</fC03>
<fC03 i1="06" i2="X" l="FRE"><s0>Anomère</s0>
<s5>07</s5>
</fC03>
<fC03 i1="06" i2="X" l="ENG"><s0>Anomer</s0>
<s5>07</s5>
</fC03>
<fC03 i1="06" i2="X" l="SPA"><s0>Anómero</s0>
<s5>07</s5>
</fC03>
<fC03 i1="07" i2="X" l="FRE"><s0>Stéréochimie</s0>
<s5>08</s5>
</fC03>
<fC03 i1="07" i2="X" l="ENG"><s0>Stereochemistry</s0>
<s5>08</s5>
</fC03>
<fC03 i1="07" i2="X" l="SPA"><s0>Estereoquímica</s0>
<s5>08</s5>
</fC03>
<fC03 i1="08" i2="X" l="FRE"><s0>Groupe protecteur</s0>
<s5>09</s5>
</fC03>
<fC03 i1="08" i2="X" l="ENG"><s0>Protecting group</s0>
<s5>09</s5>
</fC03>
<fC03 i1="08" i2="X" l="SPA"><s0>Grupo protector</s0>
<s5>09</s5>
</fC03>
<fC03 i1="09" i2="X" l="FRE"><s0>Oside</s0>
<s5>41</s5>
</fC03>
<fC03 i1="09" i2="X" l="ENG"><s0>Oside</s0>
<s5>41</s5>
</fC03>
<fC03 i1="09" i2="X" l="SPA"><s0>Osido</s0>
<s5>41</s5>
</fC03>
<fC03 i1="10" i2="X" l="FRE"><s0>Thioacétique acide dérivé</s0>
<s4>INC</s4>
<s5>62</s5>
</fC03>
<fC03 i1="11" i2="X" l="FRE"><s0>Composé glycomimétique</s0>
<s4>CD</s4>
<s5>96</s5>
</fC03>
<fC03 i1="11" i2="X" l="ENG"><s0>Glycomimetic compound</s0>
<s4>CD</s4>
<s5>96</s5>
</fC03>
<fN21><s1>234</s1>
</fN21>
</pA>
</standard>
<server><NO>PASCAL 11-0339950 INIST</NO>
<ET>Synthesis of Sulfonamide-Bridged Glycomimetics</ET>
<AU>LOPEZ (Marie); BORNAGHI (Laurent F.); DRIGUEZ (Hugues); POULSEN (Sally-Ann)</AU>
<AF>Eskitis Institute, Griffith University, Nathan Campus/Queensland, 4111/Australie (1 aut., 2 aut., 4 aut.); Centre de Recherche sur les Macromolécules Végétales, UPR-CNRS 5301, BP53/38041 Grenoble/France (3 aut.)</AF>
<DT>Publication en série; Niveau analytique</DT>
<SO>Journal of organic chemistry; ISSN 0022-3263; Coden JOCEAH; Etats-Unis; Da. 2011; Vol. 76; No. 9; Pp. 2965-2975; Bibl. 39 ref.</SO>
<LA>Anglais</LA>
<EA>A flexible and short synthesis of sulfonamide-bridged di-, tri-, tetra-, and octasaccharide glycomimetics was accomplished by reaction of glycosyl thioacetates with amino sugar substrates. The chemistry to incorporate the sulfonamide linker in place of a native O-glycosidic bond was broadly scoped, allowing access to head-to-head (1↔1) and head-to-tail (1→2), (1→3), (1→4), and (1→6) sulfonamide-bridged glycomimetics. The synthesis proceeds with retention of configuration at the anomeric center and is compatible with variable stereochemical arrangements and with acid- and base-labile protecting groups.</EA>
<CC>001C03C07A</CC>
<FD>Synthèse chimique; Sulfonamide; Glycoside; Ose amine; Rétention configuration; Anomère; Stéréochimie; Groupe protecteur; Oside; Thioacétique acide dérivé; Composé glycomimétique</FD>
<ED>Chemical synthesis; Sulfonamide; Glycoside; Aminosugar; Configuration retention; Anomer; Stereochemistry; Protecting group; Oside; Glycomimetic compound</ED>
<SD>Síntesis química; Sulfonamida; Glicósido; Aminoazúcar; Retención configuración; Anómero; Estereoquímica; Grupo protector; Osido</SD>
<LO>INIST-602.354000189769030020</LO>
<ID>11-0339950</ID>
</server>
</inist>
</record>
Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Wicri/Asie/explor/AustralieFrV1/Data/PascalFrancis/Corpus
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 001A81 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/PascalFrancis/Corpus/biblio.hfd -nk 001A81 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien |wiki= Wicri/Asie |area= AustralieFrV1 |flux= PascalFrancis |étape= Corpus |type= RBID |clé= Pascal:11-0339950 |texte= Synthesis of Sulfonamide-Bridged Glycomimetics }}
![]() | This area was generated with Dilib version V0.6.33. | ![]() |