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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Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_0022152X_v35_n2_p481_Cannizzaro |
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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 |
work_keys_str_mv |
AT cannizzaroce synthesisanddebenzoylationproductsoftwoperbenzoylated2substituted5dgalactosyl134oxadiazoles AT thielime synthesisanddebenzoylationproductsoftwoperbenzoylated2substituted5dgalactosyl134oxadiazoles AT daccorsonb synthesisanddebenzoylationproductsoftwoperbenzoylated2substituted5dgalactosyl134oxadiazoles |
_version_ |
1807319706975076352 |