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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Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00086215_v304_n3-4_p257_Marino |
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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 |
_version_ |
1807318375802601472 |