AustralieFrV1, PascalFrancis, Corpus, bibRecord, 001A81

Synthesis of Sulfonamide-Bridged Glycomimetics

Identifieur interne : 001A81 ( PascalFrancis/Corpus ); précédent : 001A80; suivant : 001A82

Synthesis of Sulfonamide-Bridged Glycomimetics

Auteurs : Marie Lopez ; Laurent F. Bornaghi ; Hugues Driguez ; Sally-Ann Poulsen

Source :

Journal of organic chemistry [ 0022-3263 ] ; 2011.

RBID : Pascal:11-0339950

Descripteurs français

Pascal (Inist)
- Synthèse chimique, Sulfonamide, Glycoside, Ose amine, Rétention configuration, Anomère, Stéréochimie, Groupe protecteur, Oside, Thioacétique acide dérivé, Composé glycomimétique.

English descriptors

KwdEn :
- Aminosugar, Anomer, Chemical synthesis, Configuration retention, Glycomimetic compound, Glycoside, Oside, Protecting group, Stereochemistry, Sulfonamide.

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.

A01	`01`	`1`		`@0 0022-3263`
A02	`01`			`@0 JOCEAH`
A03		`1`		`@0 J. org. chem.`
A05				`@2 76`
A06				`@2 9`
A08	`01`	`1`	`ENG`	`@1 Synthesis of Sulfonamide-Bridged Glycomimetics`
A11	`01`	`1`		`@1 LOPEZ (Marie)`
A11	`02`	`1`		`@1 BORNAGHI (Laurent F.)`
A11	`03`	`1`		`@1 DRIGUEZ (Hugues)`
A11	`04`	`1`		`@1 POULSEN (Sally-Ann)`
A14	`01`			`@1 Eskitis Institute, Griffith University, Nathan Campus @2 Queensland, 4111 @3 AUS @Z 1 aut. @Z 2 aut. @Z 4 aut.`
A14	`02`			`@1 Centre de Recherche sur les Macromolécules Végétales, UPR-CNRS 5301, BP53 @2 38041 Grenoble @3 FRA @Z 3 aut.`
A20				`@1 2965-2975`
A21				`@1 2011`
A23	`01`			`@0 ENG`
A43	`01`			`@1 INIST @2 602 @5 354000189769030020`
A44				`@0 0000 @1 © 2011 INIST-CNRS. All rights reserved.`
A45				`@0 39 ref.`
A47	`01`	`1`		`@0 11-0339950`
A60				`@1 P`
A61				`@0 A`
A64	`01`	`1`		`@0 Journal of organic chemistry`
A66	`01`			`@0 USA`
C01	`01`		`ENG`	@0 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.
C02	`01`	`X`		`@0 001C03C07A`
C03	`01`	`X`	`FRE`	`@0 Synthèse chimique @5 01`
C03	`01`	`X`	`ENG`	`@0 Chemical synthesis @5 01`
C03	`01`	`X`	`SPA`	`@0 Síntesis química @5 01`
C03	`02`	`X`	`FRE`	`@0 Sulfonamide @5 02`
C03	`02`	`X`	`ENG`	`@0 Sulfonamide @5 02`
C03	`02`	`X`	`SPA`	`@0 Sulfonamida @5 02`
C03	`03`	`X`	`FRE`	`@0 Glycoside @5 04`
C03	`03`	`X`	`ENG`	`@0 Glycoside @5 04`
C03	`03`	`X`	`SPA`	`@0 Glicósido @5 04`
C03	`04`	`X`	`FRE`	`@0 Ose amine @5 05`
C03	`04`	`X`	`ENG`	`@0 Aminosugar @5 05`
C03	`04`	`X`	`SPA`	`@0 Aminoazúcar @5 05`
C03	`05`	`X`	`FRE`	`@0 Rétention configuration @5 06`
C03	`05`	`X`	`ENG`	`@0 Configuration retention @5 06`
C03	`05`	`X`	`SPA`	`@0 Retención configuración @5 06`
C03	`06`	`X`	`FRE`	`@0 Anomère @5 07`
C03	`06`	`X`	`ENG`	`@0 Anomer @5 07`
C03	`06`	`X`	`SPA`	`@0 Anómero @5 07`
C03	`07`	`X`	`FRE`	`@0 Stéréochimie @5 08`
C03	`07`	`X`	`ENG`	`@0 Stereochemistry @5 08`
C03	`07`	`X`	`SPA`	`@0 Estereoquímica @5 08`
C03	`08`	`X`	`FRE`	`@0 Groupe protecteur @5 09`
C03	`08`	`X`	`ENG`	`@0 Protecting group @5 09`
C03	`08`	`X`	`SPA`	`@0 Grupo protector @5 09`
C03	`09`	`X`	`FRE`	`@0 Oside @5 41`
C03	`09`	`X`	`ENG`	`@0 Oside @5 41`
C03	`09`	`X`	`SPA`	`@0 Osido @5 41`
C03	`10`	`X`	`FRE`	`@0 Thioacétique acide dérivé @4 INC @5 62`
C03	`11`	`X`	`FRE`	`@0 Composé glycomimétique @4 CD @5 96`
C03	`11`	`X`	`ENG`	`@0 Glycomimetic compound @4 CD @5 96`
N21				`@1 234`

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:11-0339950

Le document en format XML

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<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>
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<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>
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<ID>11-0339950</ID>
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	Serveur d'exploration sur les relations entre la France et l'Australie
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Synthesis of Sulfonamide-Bridged Glycomimetics

Synthesis of Sulfonamide-Bridged Glycomimetics

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