Synthesis of imidazo[2,1-b]thiazoles linked to an unprotected carbohydrate moiety
Two series of imidazo[2,1-b]thiazoles substituted on C-3 or C-5 with an unprotected carbohydrate moiety were synthesized. Different protective groups for position 3 of the carbohydrate moiety were tested (acetyl, tert-butyldimethylsilyl (TBDMS), and p-methoxybenzyl (PMB)) and the latter turn out to...
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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00086215_v355_n_p79_Barradas |
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todo:paper_00086215_v355_n_p79_Barradas2023-10-03T14:07:28Z Synthesis of imidazo[2,1-b]thiazoles linked to an unprotected carbohydrate moiety Barradas, J.S. Errea, M.I. D'Accorso, N.B. Carbohydrates Heterocycles Imidazo[2,1-b]thiazoles Protective groups Deprotection Heterocycles Imidazo[2,1-b]thiazoles One step P-methoxybenzyl Protective group Tert-butyldimethylsilyl Organic compounds Synthesis (chemical) Carbohydrates acetic acid derivative benzyl derivative carbohydrate heterocyclic compound imidazo[2,1 b]thiazole derivative silane derivative article carbohydrate synthesis deprotection reaction one pot synthesis priority journal quantum yield reaction analysis Carbohydrates Imidazoles Molecular Structure Stereoisomerism Thiazoles Two series of imidazo[2,1-b]thiazoles substituted on C-3 or C-5 with an unprotected carbohydrate moiety were synthesized. Different protective groups for position 3 of the carbohydrate moiety were tested (acetyl, tert-butyldimethylsilyl (TBDMS), and p-methoxybenzyl (PMB)) and the latter turn out to be the best strategy to obtain the desired products. Full deprotection of the carbohydrate was performed successfully in only one step. © 2012 Elsevier Ltd. All rights reserved. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00086215_v355_n_p79_Barradas |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
Carbohydrates Heterocycles Imidazo[2,1-b]thiazoles Protective groups Deprotection Heterocycles Imidazo[2,1-b]thiazoles One step P-methoxybenzyl Protective group Tert-butyldimethylsilyl Organic compounds Synthesis (chemical) Carbohydrates acetic acid derivative benzyl derivative carbohydrate heterocyclic compound imidazo[2,1 b]thiazole derivative silane derivative article carbohydrate synthesis deprotection reaction one pot synthesis priority journal quantum yield reaction analysis Carbohydrates Imidazoles Molecular Structure Stereoisomerism Thiazoles |
| spellingShingle |
Carbohydrates Heterocycles Imidazo[2,1-b]thiazoles Protective groups Deprotection Heterocycles Imidazo[2,1-b]thiazoles One step P-methoxybenzyl Protective group Tert-butyldimethylsilyl Organic compounds Synthesis (chemical) Carbohydrates acetic acid derivative benzyl derivative carbohydrate heterocyclic compound imidazo[2,1 b]thiazole derivative silane derivative article carbohydrate synthesis deprotection reaction one pot synthesis priority journal quantum yield reaction analysis Carbohydrates Imidazoles Molecular Structure Stereoisomerism Thiazoles Barradas, J.S. Errea, M.I. D'Accorso, N.B. Synthesis of imidazo[2,1-b]thiazoles linked to an unprotected carbohydrate moiety |
| topic_facet |
Carbohydrates Heterocycles Imidazo[2,1-b]thiazoles Protective groups Deprotection Heterocycles Imidazo[2,1-b]thiazoles One step P-methoxybenzyl Protective group Tert-butyldimethylsilyl Organic compounds Synthesis (chemical) Carbohydrates acetic acid derivative benzyl derivative carbohydrate heterocyclic compound imidazo[2,1 b]thiazole derivative silane derivative article carbohydrate synthesis deprotection reaction one pot synthesis priority journal quantum yield reaction analysis Carbohydrates Imidazoles Molecular Structure Stereoisomerism Thiazoles |
| description |
Two series of imidazo[2,1-b]thiazoles substituted on C-3 or C-5 with an unprotected carbohydrate moiety were synthesized. Different protective groups for position 3 of the carbohydrate moiety were tested (acetyl, tert-butyldimethylsilyl (TBDMS), and p-methoxybenzyl (PMB)) and the latter turn out to be the best strategy to obtain the desired products. Full deprotection of the carbohydrate was performed successfully in only one step. © 2012 Elsevier Ltd. All rights reserved. |
| format |
JOUR |
| author |
Barradas, J.S. Errea, M.I. D'Accorso, N.B. |
| author_facet |
Barradas, J.S. Errea, M.I. D'Accorso, N.B. |
| author_sort |
Barradas, J.S. |
| title |
Synthesis of imidazo[2,1-b]thiazoles linked to an unprotected carbohydrate moiety |
| title_short |
Synthesis of imidazo[2,1-b]thiazoles linked to an unprotected carbohydrate moiety |
| title_full |
Synthesis of imidazo[2,1-b]thiazoles linked to an unprotected carbohydrate moiety |
| title_fullStr |
Synthesis of imidazo[2,1-b]thiazoles linked to an unprotected carbohydrate moiety |
| title_full_unstemmed |
Synthesis of imidazo[2,1-b]thiazoles linked to an unprotected carbohydrate moiety |
| title_sort |
synthesis of imidazo[2,1-b]thiazoles linked to an unprotected carbohydrate moiety |
| url |
http://hdl.handle.net/20.500.12110/paper_00086215_v355_n_p79_Barradas |
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