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
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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
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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
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Volumen: | 2003
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Número: | 10
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Página de inicio: | 491
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Página de fin: | 499
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Título revista: | Arkivoc
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Título revista abreviado: | Arkivoc
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ISSN: | 14246376
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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 [ ]