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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Sumario: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.