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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Publicado: 1997
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v304_n3-4_p257_Marino
http://hdl.handle.net/20.500.12110/paper_00086215_v304_n3-4_p257_Marino
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spelling paper:paper_00086215_v304_n3-4_p257_Marino2023-06-08T14:32:36Z Facile synthesis of glycofuranosyl isothiocyanates 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. 1997 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v304_n3-4_p257_Marino 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
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.
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
publishDate 1997
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v304_n3-4_p257_Marino
http://hdl.handle.net/20.500.12110/paper_00086215_v304_n3-4_p257_Marino
_version_ 1768544849192026112