Facile synthesis of glycofuranosyl isothiocyanates

Peracylated glycofuranosyl isothiocyanates are obtained under smooth conditions starting from the corresponding glycosyl chloride by reaction with potassium thiocyanate in anhydrous acetone at room temperature, classical conditions for the synthesis of glycopyranosyl thiocyanates. In the case of fur...

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Autores principales: Marino, C., Varela, O., De Lederkremer, R.M.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00086215_v304_n3-4_p257_Marino
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spelling todo:paper_00086215_v304_n3-4_p257_Marino2023-10-03T14:06:51Z Facile synthesis of glycofuranosyl isothiocyanates Marino, C. Varela, O. De Lederkremer, R.M. Glycofuranosylisothiocyanates Glycofuranosylthiourethanes carbohydrate derivative isothiocyanic acid derivative article carbohydrate synthesis drug synthesis in vitro study priority journal reaction analysis stereochemistry Peracylated glycofuranosyl isothiocyanates are obtained under smooth conditions starting from the corresponding glycosyl chloride by reaction with potassium thiocyanate in anhydrous acetone at room temperature, classical conditions for the synthesis of glycopyranosyl thiocyanates. In the case of furanoses, no glycosyl thiocyanates are obtained, and the procedure leads to the 1,2-trans isothiocyanates, stereoselectively, with over 80% yield. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00086215_v304_n3-4_p257_Marino
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Glycofuranosylisothiocyanates
Glycofuranosylthiourethanes
carbohydrate derivative
isothiocyanic acid derivative
article
carbohydrate synthesis
drug synthesis
in vitro study
priority journal
reaction analysis
stereochemistry
spellingShingle Glycofuranosylisothiocyanates
Glycofuranosylthiourethanes
carbohydrate derivative
isothiocyanic acid derivative
article
carbohydrate synthesis
drug synthesis
in vitro study
priority journal
reaction analysis
stereochemistry
Marino, C.
Varela, O.
De Lederkremer, R.M.
Facile synthesis of glycofuranosyl isothiocyanates
topic_facet Glycofuranosylisothiocyanates
Glycofuranosylthiourethanes
carbohydrate derivative
isothiocyanic acid derivative
article
carbohydrate synthesis
drug synthesis
in vitro study
priority journal
reaction analysis
stereochemistry
description Peracylated glycofuranosyl isothiocyanates are obtained under smooth conditions starting from the corresponding glycosyl chloride by reaction with potassium thiocyanate in anhydrous acetone at room temperature, classical conditions for the synthesis of glycopyranosyl thiocyanates. In the case of furanoses, no glycosyl thiocyanates are obtained, and the procedure leads to the 1,2-trans isothiocyanates, stereoselectively, with over 80% yield.
format JOUR
author Marino, C.
Varela, O.
De Lederkremer, R.M.
author_facet Marino, C.
Varela, O.
De Lederkremer, R.M.
author_sort Marino, C.
title Facile synthesis of glycofuranosyl isothiocyanates
title_short Facile synthesis of glycofuranosyl isothiocyanates
title_full Facile synthesis of glycofuranosyl isothiocyanates
title_fullStr Facile synthesis of glycofuranosyl isothiocyanates
title_full_unstemmed Facile synthesis of glycofuranosyl isothiocyanates
title_sort facile synthesis of glycofuranosyl isothiocyanates
url http://hdl.handle.net/20.500.12110/paper_00086215_v304_n3-4_p257_Marino
work_keys_str_mv AT marinoc facilesynthesisofglycofuranosylisothiocyanates
AT varelao facilesynthesisofglycofuranosylisothiocyanates
AT delederkremerrm facilesynthesisofglycofuranosylisothiocyanates
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