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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Autores principales: Deferrari, Jorge O., Gelpi, María Elena, Cadenas, Raúl Alberto
Publicado: 1965
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223263_v30_n7_p2328_Deferrari
http://hdl.handle.net/20.500.12110/paper_00223263_v30_n7_p2328_Deferrari
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
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spelling paper:paper_00223263_v30_n7_p2328_Deferrari2023-06-08T14:49:24Z The reaction of ammonia with acylated disaccharides. V. The Wohl reaction with octa-O-acetylcellobionic acid nitrile Deferrari, Jorge O. Gelpi, María Elena Cadenas, Raúl Alberto 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. 1965 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223263_v30_n7_p2328_Deferrari 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)
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.
author Deferrari, Jorge O.
Gelpi, María Elena
Cadenas, Raúl Alberto
spellingShingle Deferrari, Jorge O.
Gelpi, María Elena
Cadenas, Raúl Alberto
The reaction of ammonia with acylated disaccharides. V. The Wohl reaction with octa-O-acetylcellobionic acid nitrile
author_facet Deferrari, Jorge O.
Gelpi, María Elena
Cadenas, Raúl Alberto
author_sort Deferrari, Jorge 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
publishDate 1965
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223263_v30_n7_p2328_Deferrari
http://hdl.handle.net/20.500.12110/paper_00223263_v30_n7_p2328_Deferrari
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