Deprotection of di-O-isopropylidene isocarbonucleosides
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...
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2003
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p491_MartinezEsperon http://hdl.handle.net/20.500.12110/paper_14246376_v2003_n10_p491_MartinezEsperon |
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paper:paper_14246376_v2003_n10_p491_MartinezEsperon2025-07-30T18:49:39Z Deprotection of di-O-isopropylidene isocarbonucleosides 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 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. 2003 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p491_MartinezEsperon http://hdl.handle.net/20.500.12110/paper_14246376_v2003_n10_p491_MartinezEsperon |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
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 |
| spellingShingle |
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 Deprotection of di-O-isopropylidene isocarbonucleosides |
| topic_facet |
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 |
| description |
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. |
| title |
Deprotection of di-O-isopropylidene isocarbonucleosides |
| title_short |
Deprotection of di-O-isopropylidene isocarbonucleosides |
| title_full |
Deprotection of di-O-isopropylidene isocarbonucleosides |
| title_fullStr |
Deprotection of di-O-isopropylidene isocarbonucleosides |
| title_full_unstemmed |
Deprotection of di-O-isopropylidene isocarbonucleosides |
| title_sort |
deprotection of di-o-isopropylidene isocarbonucleosides |
| publishDate |
2003 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p491_MartinezEsperon http://hdl.handle.net/20.500.12110/paper_14246376_v2003_n10_p491_MartinezEsperon |
| _version_ |
1840324421744590848 |