Straightforward synthesis of thiodisaccharides by ring-opening of sugar epoxides

(Chemical Equation Presented) 3,4-Anhydro hexopyranosides have been prepared by diastereoselective epoxidation of derivatives of 2-propyl 3,4-dideoxy-α-D-erythro-hex-3-enopyranoside (5), selectively protected at HO-2 and HO-6. The allylic group at C-2, in 5 and derivatives, plays a critical role in...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Manzano, V.E., Uhrig, M.L., Varela, O.
Formato:	JOUR
Materias:	Chemical reactions Derivatives Epoxidation Polysaccharides Silicones Sugar (sucrose) Sulfur Synthesis (chemical) Cellobiose Chemical equations D-glucopyranose Diastereo-selectivity Diastereoselective epoxidation Erythro Facial selectivity Laminarabiose M-chloroperbenzoic acid Oxirane Ring-opening Tert-butyldimethylsilyl Thiodisaccharide Sugars 2 propyl 3,4 dideoxy alpha dextro erythrohex 3 enopyranoside 2 propyl 6 o acetyl 3,4 anhydro alpha dextro allopyranoside 3 chloroperbenzoic acid allyl compound cellobiose disaccharide epoxide ethylene oxide derivative per o acetyl 1 thio beta dextro glucopyranose peracetic acid pyranoside silane derivative sugar sulfur derivative tert butyldimethylsilyl thiol unclassified drug acetylation article chemical bond chemical structure diastereoisomer epoxidation proton nuclear magnetic resonance reaction analysis ring opening synthesis Carbohydrate Conformation Carbohydrates Disaccharides Epoxy Compounds Stereoisomerism
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_00223263_v73_n18_p7224_Manzano
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

Ejemplares similares

Straightforward synthesis of thiodisaccharides by ring-opening of sugar epoxides
Publicado: (2008)

Synthesis of branched dithiotrisaccharides via ring-opening reaction of sugar thiiranes
por: Repetto, Evangelina, et al.
Publicado: (2012)

Synthesis of branched dithiotrisaccharides via ring-opening reaction of sugar thiiranes
por: Repetto, E., et al.

Synthesis of non-glycosidic 4,6′-thioether-linked disaccharides as hydrolytically stable glycomimetics
por: Uhrig, María Laura, et al.
Publicado: (2007)

Synthesis of non-glycosidic 4,6′-thioether-linked disaccharides as hydrolytically stable glycomimetics
por: Uhrig, M.L., et al.

Synthesis and characterization of some N-heterocyclic carbohydrate derivatives
Publicado: (2000)

Synthesis and characterization of some N-heterocyclic carbohydrate derivatives
por: Alho, M.A.M., et al.

Michael addition of thiols to sugar enones. Synthesis of 3-deoxy-4-thiohexopyranosid-2-uloses as key precursors of 3-deoxy- and C-2 branched-chain 4-thiosugars
por: Uhrig, María Laura, et al.
Publicado: (2002)

Michael addition of thiols to sugar enones. Synthesis of 3-deoxy-4-thiohexopyranosid-2-uloses as key precursors of 3-deoxy- and C-2 branched-chain 4-thiosugars
por: Uhrig, M.L., et al.

Synthesis of 2,3-di-O-(β-D-Galp)-D-Galp, a synthon for the mucinoligosaccharides of Trypanosoma cruzi
Publicado: (2003)

Synthesis of 2,3-di-O-(β-D-Galp)-D-Galp, a synthon for the mucinoligosaccharides of Trypanosoma cruzi
por: Mendoza, V.M., et al.

Nucleophilic displacement-reactions of the 4-sulfonyloxy group in derivatives having the d-manno configuration
por: Cicero, Daniel Oscar, et al.
Publicado: (1991)

Nucleophilic displacement-reactions of the 4-sulfonyloxy group in derivatives having the d-manno configuration
por: Cicero, D., et al.

A synthetic pathway to obtain heterocyclic derivatives containing isoxazole and tetrazole rings joined by a carbohydrate tether
por: Fascio, Mirta Liliana, et al.
Publicado: (2002)

A synthetic pathway to obtain heterocyclic derivatives containing isoxazole and tetrazole rings joined by a carbohydrate tether
por: Martinez Esperón, M.F., et al.

Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups
Publicado: (2009)

Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups
por: Gudiño, E.D., et al.

Synthesis of thromboxane A2 models from glucose, II. Epoxidation studies of hex-2-enopyranosides
por: Moradei, Oscar Miguel
Publicado: (1997)

Synthesis of thromboxane A2 models from glucose, II. Epoxidation studies of hex-2-enopyranosides
por: Cirelli, A.F., et al.

Synthesis of polyhydroxy amino acids based on d- and l-alanine from d-glycero-d-gulo-heptono-1,4-lactone
por: Gómez, Romina Vanesa, et al.
Publicado: (2006)

Synthesis of polyhydroxy amino acids based on d- and l-alanine from d-glycero-d-gulo-heptono-1,4-lactone
por: Gómez, R.V., et al.

Synthesis of imidazo[2,1-b]thiazoles linked to an unprotected carbohydrate moiety
Publicado: (2012)

Synthesis of imidazo[2,1-b]thiazoles linked to an unprotected carbohydrate moiety
por: Barradas, J.S., et al.

Complete reaction mechanism of indoleamine 2,3-dioxygenase as revealed by QM/MM simulations
por: Capece, Luciana, et al.
Publicado: (2012)

Complete reaction mechanism of indoleamine 2,3-dioxygenase as revealed by QM/MM simulations
por: Capece, L., et al.

Lubricants from chemically modified vegetable oils
por: Rustoy, Eduardo Miguel, et al.
Publicado: (2010)

Lubricants from chemically modified vegetable oils
por: Campanella, A., et al.

UV-MALDI-TOF and ESI-TOF mass spectrometry characterization of silsesquioxanes obtained by the hydrolytic condensation of (3-glycidoxypropyl)-trimethoxysilane in an epoxidized solvent
por: Erra Balsells, Rosa
Publicado: (2001)

UV-MALDI-TOF and ESI-TOF mass spectrometry characterization of silsesquioxanes obtained by the hydrolytic condensation of (3-glycidoxypropyl)-trimethoxysilane in an epoxidized solvent
por: Williams, R.J.J., et al.

Synthesis of α-D-Galp-(1→3)-β-D-Galf-(1→3)-D-Man, a terminal trisaccharide of leishmania type-2 glycoinositolphospholipids
por: Gandolfi Donadío, Lucía, et al.
Publicado: (2002)

Synthesis of α-D-Galp-(1→3)-β-D-Galf-(1→3)-D-Man, a terminal trisaccharide of leishmania type-2 glycoinositolphospholipids
por: Gandolfi-Donadio, L., et al.

Synthesis of chiral polyamides from carbohydrate-derived monomers
Publicado: (1999)

Synthesis of chiral polyamides from carbohydrate-derived monomers
por: Varela, O., et al.

Synthesis of 6,19-sulfamidate bridged pregnanes
por: Durán, Fernando Javier, et al.
Publicado: (2005)

Synthesis of 6,19-sulfamidate bridged pregnanes
por: Duran, F.J., et al.

Cleavage reaction of 5β,6β steroidal epoxides carrying different groups at C-3
por: Gros, Eduardo Gervasio
Publicado: (1995)

Cleavage reaction of 5β,6β steroidal epoxides carrying different groups at C-3
por: Gros, E.G.

Enantiospecific synthesis of the sugar amino acid (2S,5S)-5-(aminomethyl)- tetrahydrofuran-2-carboxylic acid
Publicado: (2010)

Enantiospecific synthesis of the sugar amino acid (2S,5S)-5-(aminomethyl)- tetrahydrofuran-2-carboxylic acid
por: Uhrig, M.L., et al.

Synthesis of pentopyranosyl-containing thiodisaccharides. Inhibitory activity against β-glycosidases
por: Cagnoni, Alejandro J., et al.
Publicado: (2009)