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Abstract:

Deprotection of 5-glycosyl heterocyclic derivatives of 1,2:3:4-di-O- isopropylidene-α-D-galacto-1,6-hexadialdo-1,5-pyranose allowed isocarbonucleoside analogues to be obtained with enhaced solubility in the aqueous medium used for antiviral assays. Looking for a deprotection method of isopropylidene groups which would not affect the heterocycle, we performed and compared different deprotection techniques using microwave radiation or thermal heating and found that, in most cases, this goal could be achieved, in short times and good yields, when the reactions were microwave-assisted.

Registro:

Documento: Artículo
Título:Deprotection of di-O-isopropylidene isocarbonucleosides
Autor:Martínez Esperón, M.F.; Errea, M.I.; Martins Alho, M.A.; D'Accorso, N.B.
Filiación:CIHIDECAR, Departamento de Quimica Organica, Universidad de Buenos Aires, CP 1428, Buenos Aires, Argentina
Palabras clave:Isocarbonucleosides; Isopropylidene deprotection; Microwaves; 1,2:3:4 di o isopropylidene alpha dextro galacto 1,6 hexadialdo 1,5 pyranose derivative; 2 amino 5 [5' (1',2':3',4' di o isopropylidene beta levo arabinopyranosyl)] 1,3,4 thiadiazole; 2 amino 5 [5' (alpha levo arabinopyranosyl)] 1,3,4 thiadiazole; 2 amino 5 [5' (beta levo arabinopyranosyl)] 1,3,4 thiadiazole; 2 methyl 5 [5' (1',2':3',4' di o isopropylidene beta levo arabinopyranosyl)] 1,3,4 oxadiazole; 2 phenyl 5 [5' (1',2':3',4' di o isopropylidene beta levo arabinopyranosyl)] 1,3,4 oxadiazole; 2 phenyl 5 [5' (alpha levo arabinofuranosyl)] 1,3,4 oxadiazole; 2 phenyl 5 [5' (alpha levo arabinopyranosyl)] 1,3,4 oxadiazole; 2 phenyl 5 [5' (beta levo arabinofuranosyl)] 1,3,4 oxadiazole; 2 phenyl 5 [5' (beta levo arabinopyranosyl)] 1,3,4 oxadiazole; 5 [5' (1',2':3',4' di o isopropylidene beta levo arabinopyranosyl)]tetrazole; 5 [5' (alpha levo arabinopyranosyl)]tetrazole; 5 [5' (beta levo arabinopyranosyl)]tetrazole; functional group; isocarbonucleoside derivatives; isopropylidene; n acetyl alpha dextro galacturonopyranosylhydrazide; n acetyl beta dextro galacturonopyranosylhydrazide; nucleoside derivative; unclassified drug; antiviral activity; article; assay; carbon nuclear magnetic resonance; deprotection reaction; heating; intermethod comparison; microwave radiation; proton nuclear magnetic resonance; reaction time; solubility
Año:2003
Volumen:2003
Número:10
Página de inicio:491
Página de fin:499
Título revista:Arkivoc
Título revista abreviado:Arkivoc
ISSN:14246376
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p491_MartinezEsperon

Referencias:

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Citas:

---------- APA ----------
Martínez Esperón, M.F., Errea, M.I., Martins Alho, M.A. & D'Accorso, N.B. (2003) . Deprotection of di-O-isopropylidene isocarbonucleosides. Arkivoc, 2003(10), 491-499.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p491_MartinezEsperon [ ]
---------- CHICAGO ----------
Martínez Esperón, M.F., Errea, M.I., Martins Alho, M.A., D'Accorso, N.B. "Deprotection of di-O-isopropylidene isocarbonucleosides" . Arkivoc 2003, no. 10 (2003) : 491-499.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p491_MartinezEsperon [ ]
---------- MLA ----------
Martínez Esperón, M.F., Errea, M.I., Martins Alho, M.A., D'Accorso, N.B. "Deprotection of di-O-isopropylidene isocarbonucleosides" . Arkivoc, vol. 2003, no. 10, 2003, pp. 491-499.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p491_MartinezEsperon [ ]
---------- VANCOUVER ----------
Martínez Esperón, M.F., Errea, M.I., Martins Alho, M.A., D'Accorso, N.B. Deprotection of di-O-isopropylidene isocarbonucleosides. Arkivoc. 2003;2003(10):491-499.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p491_MartinezEsperon [ ]