The reaction of ammonia with acylated disaccharides. V. The Wohl reaction with octa-O-acetylcellobionic acid nitrile
From the reaction of aqueous ammonia with octa-O-acetylcellobionic acid nitrile, 3-O-β-D-glucopyranosyl-1,1-bis(acetamido)-1-deoxy-D-arabitol (I), 3-O-β-D-glucopyranosyl-N-acetyl-D-arabofuranosylanime (II), and 3-O-β-D-glucopyranosyl-D-arabinose (III) were isolated. The hepta-O-acetyl derivative of...
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| Formato: | JOUR |
| Lenguaje: | English |
| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00223263_v30_n7_p2328_Deferrari |
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todo:paper_00223263_v30_n7_p2328_Deferrari2023-10-03T14:31:13Z The reaction of ammonia with acylated disaccharides. V. The Wohl reaction with octa-O-acetylcellobionic acid nitrile Deferrari, J.O. Gelpi, M.E. Cadenas, R.A. From the reaction of aqueous ammonia with octa-O-acetylcellobionic acid nitrile, 3-O-β-D-glucopyranosyl-1,1-bis(acetamido)-1-deoxy-D-arabitol (I), 3-O-β-D-glucopyranosyl-N-acetyl-D-arabofuranosylanime (II), and 3-O-β-D-glucopyranosyl-D-arabinose (III) were isolated. The hepta-O-acetyl derivative of I was prepared and the acyclic structure of the nitrogenated moiety was established by oxidation with sodium metaperiodate. By methylation of II, subsequent hydrolysis, and isolation of the methyl sugars produced, the presence of a furanose ring in its D-arabinose moiety was demonstrated. Fil:Deferrari, J.O. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Gelpi, M.E. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cadenas, R.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR English info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00223263_v30_n7_p2328_Deferrari |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| language |
English |
| orig_language_str_mv |
English |
| description |
From the reaction of aqueous ammonia with octa-O-acetylcellobionic acid nitrile, 3-O-β-D-glucopyranosyl-1,1-bis(acetamido)-1-deoxy-D-arabitol (I), 3-O-β-D-glucopyranosyl-N-acetyl-D-arabofuranosylanime (II), and 3-O-β-D-glucopyranosyl-D-arabinose (III) were isolated. The hepta-O-acetyl derivative of I was prepared and the acyclic structure of the nitrogenated moiety was established by oxidation with sodium metaperiodate. By methylation of II, subsequent hydrolysis, and isolation of the methyl sugars produced, the presence of a furanose ring in its D-arabinose moiety was demonstrated. |
| format |
JOUR |
| author |
Deferrari, J.O. Gelpi, M.E. Cadenas, R.A. |
| spellingShingle |
Deferrari, J.O. Gelpi, M.E. Cadenas, R.A. The reaction of ammonia with acylated disaccharides. V. The Wohl reaction with octa-O-acetylcellobionic acid nitrile |
| author_facet |
Deferrari, J.O. Gelpi, M.E. Cadenas, R.A. |
| author_sort |
Deferrari, J.O. |
| title |
The reaction of ammonia with acylated disaccharides. V. The Wohl reaction with octa-O-acetylcellobionic acid nitrile |
| title_short |
The reaction of ammonia with acylated disaccharides. V. The Wohl reaction with octa-O-acetylcellobionic acid nitrile |
| title_full |
The reaction of ammonia with acylated disaccharides. V. The Wohl reaction with octa-O-acetylcellobionic acid nitrile |
| title_fullStr |
The reaction of ammonia with acylated disaccharides. V. The Wohl reaction with octa-O-acetylcellobionic acid nitrile |
| title_full_unstemmed |
The reaction of ammonia with acylated disaccharides. V. The Wohl reaction with octa-O-acetylcellobionic acid nitrile |
| title_sort |
reaction of ammonia with acylated disaccharides. v. the wohl reaction with octa-o-acetylcellobionic acid nitrile |
| url |
http://hdl.handle.net/20.500.12110/paper_00223263_v30_n7_p2328_Deferrari |
| work_keys_str_mv |
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1807319012010360832 |