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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Publicado: 1998
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v35_n2_p481_Cannizzaro
http://hdl.handle.net/20.500.12110/paper_0022152X_v35_n2_p481_Cannizzaro
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spelling paper:paper_0022152X_v35_n2_p481_Cannizzaro2025-07-30T17:28:56Z Synthesis and Debenzoylation Products of Two Perbenzoylated 2-Substituted 5-D-Galactosyl- 1,3,4-oxadiazoles 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. 1998 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v35_n2_p481_Cannizzaro 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
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.
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
publishDate 1998
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v35_n2_p481_Cannizzaro
http://hdl.handle.net/20.500.12110/paper_0022152X_v35_n2_p481_Cannizzaro
_version_ 1840320878433271808