Synthesis and Debenzoylation Products of Two Perbenzoylated 2-Substituted 5-D-Galactosyl- 1,3,4-oxadiazoles

The synthesis of 2-(p-chlorophenyl)-5-[1′2′3′4′5′-penta-O-benzoyl- D-galactopentitol-1-yl]-1,3,4-oxadiazole is described. Its debenzoylation gave an equilibrium mixture of the 1,3,4-oxadiazole derivative without protection of the hydroxyl group and the N-benzoyl-D-galactono-1,4-lactonehydrazone. A s...

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Autores principales: Cannizzaro, C.E., Thiel, I.M.E., D'Accorso, N.B.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_0022152X_v35_n2_p481_Cannizzaro
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spelling todo:paper_0022152X_v35_n2_p481_Cannizzaro2023-10-03T14:27:44Z Synthesis and Debenzoylation Products of Two Perbenzoylated 2-Substituted 5-D-Galactosyl- 1,3,4-oxadiazoles Cannizzaro, C.E. Thiel, I.M.E. D'Accorso, N.B. 2 (4 chlorophenyl) 5 [1',2',3',5' penta o benzoyl d galactopentitol 1 yl] 1,3,4 oxadiazole 2 phenyl 5 [1',2',3',4',5' penta o benzoyl d galactopentitol 1 yl] 1,3,4 oxadiazole oxadiazole derivative unclassified drug article carbon nuclear magnetic resonance chemical structure drug conformation proton nuclear magnetic resonance synthesis The synthesis of 2-(p-chlorophenyl)-5-[1′2′3′4′5′-penta-O-benzoyl- D-galactopentitol-1-yl]-1,3,4-oxadiazole is described. Its debenzoylation gave an equilibrium mixture of the 1,3,4-oxadiazole derivative without protection of the hydroxyl group and the N-benzoyl-D-galactono-1,4-lactonehydrazone. A similar equilibrium was observed by debenzoylation of 2-phenyl-5-[1′,2′,3′,4′,5′-penta-O-benzoyl-D- galactopentitol-1-yl]-1,3,4-oxadiazole. The 1H, 13C nmr and ms spectra of these compounds are presented. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_0022152X_v35_n2_p481_Cannizzaro
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic 2 (4 chlorophenyl) 5 [1',2',3',5' penta o benzoyl d galactopentitol 1 yl] 1,3,4 oxadiazole
2 phenyl 5 [1',2',3',4',5' penta o benzoyl d galactopentitol 1 yl] 1,3,4 oxadiazole
oxadiazole derivative
unclassified drug
article
carbon nuclear magnetic resonance
chemical structure
drug conformation
proton nuclear magnetic resonance
synthesis
spellingShingle 2 (4 chlorophenyl) 5 [1',2',3',5' penta o benzoyl d galactopentitol 1 yl] 1,3,4 oxadiazole
2 phenyl 5 [1',2',3',4',5' penta o benzoyl d galactopentitol 1 yl] 1,3,4 oxadiazole
oxadiazole derivative
unclassified drug
article
carbon nuclear magnetic resonance
chemical structure
drug conformation
proton nuclear magnetic resonance
synthesis
Cannizzaro, C.E.
Thiel, I.M.E.
D'Accorso, N.B.
Synthesis and Debenzoylation Products of Two Perbenzoylated 2-Substituted 5-D-Galactosyl- 1,3,4-oxadiazoles
topic_facet 2 (4 chlorophenyl) 5 [1',2',3',5' penta o benzoyl d galactopentitol 1 yl] 1,3,4 oxadiazole
2 phenyl 5 [1',2',3',4',5' penta o benzoyl d galactopentitol 1 yl] 1,3,4 oxadiazole
oxadiazole derivative
unclassified drug
article
carbon nuclear magnetic resonance
chemical structure
drug conformation
proton nuclear magnetic resonance
synthesis
description The synthesis of 2-(p-chlorophenyl)-5-[1′2′3′4′5′-penta-O-benzoyl- D-galactopentitol-1-yl]-1,3,4-oxadiazole is described. Its debenzoylation gave an equilibrium mixture of the 1,3,4-oxadiazole derivative without protection of the hydroxyl group and the N-benzoyl-D-galactono-1,4-lactonehydrazone. A similar equilibrium was observed by debenzoylation of 2-phenyl-5-[1′,2′,3′,4′,5′-penta-O-benzoyl-D- galactopentitol-1-yl]-1,3,4-oxadiazole. The 1H, 13C nmr and ms spectra of these compounds are presented.
format JOUR
author Cannizzaro, C.E.
Thiel, I.M.E.
D'Accorso, N.B.
author_facet Cannizzaro, C.E.
Thiel, I.M.E.
D'Accorso, N.B.
author_sort Cannizzaro, C.E.
title Synthesis and Debenzoylation Products of Two Perbenzoylated 2-Substituted 5-D-Galactosyl- 1,3,4-oxadiazoles
title_short Synthesis and Debenzoylation Products of Two Perbenzoylated 2-Substituted 5-D-Galactosyl- 1,3,4-oxadiazoles
title_full Synthesis and Debenzoylation Products of Two Perbenzoylated 2-Substituted 5-D-Galactosyl- 1,3,4-oxadiazoles
title_fullStr Synthesis and Debenzoylation Products of Two Perbenzoylated 2-Substituted 5-D-Galactosyl- 1,3,4-oxadiazoles
title_full_unstemmed Synthesis and Debenzoylation Products of Two Perbenzoylated 2-Substituted 5-D-Galactosyl- 1,3,4-oxadiazoles
title_sort synthesis and debenzoylation products of two perbenzoylated 2-substituted 5-d-galactosyl- 1,3,4-oxadiazoles
url http://hdl.handle.net/20.500.12110/paper_0022152X_v35_n2_p481_Cannizzaro
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AT thielime synthesisanddebenzoylationproductsoftwoperbenzoylated2substituted5dgalactosyl134oxadiazoles
AT daccorsonb synthesisanddebenzoylationproductsoftwoperbenzoylated2substituted5dgalactosyl134oxadiazoles
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