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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Detalles Bibliográficos
Autores principales: Barradas, J.S., Errea, M.I., D'Accorso, N.B.
Formato: JOUR
Materias:
Carbohydrates
Heterocycles
Imidazo[2,1-b]thiazoles
Protective groups
Deprotection
One step
P-methoxybenzyl
Protective group
Tert-butyldimethylsilyl
Organic compounds
Synthesis (chemical)
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
Imidazoles
Molecular Structure
Stereoisomerism
Thiazoles
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00086215_v355_n_p79_Barradas
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
Descripción
Sumario: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.

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