The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose

Octa-O-benzoyI-β-maltose (I) was prepared and its reaction with methanolic ammonia produced 4-0-α-d-glucopyranosyl-1,1-bis(benzamido)-l-deoxy-D-glucitol (IIa), maltose (III), 6-O-benzoylmaltose (IV), and N-benzoylmaltosylamine (Va) isolated as its heptaacetate Vb. The structures of Ila and IV were e...

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Autores principales: Thiel, I.M.E., Deferrari, J.O., Cadenas, R.A.
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00223263_v31_n11_p3704_Thiel
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spelling todo:paper_00223263_v31_n11_p3704_Thiel2023-10-03T14:31:14Z The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose Thiel, I.M.E. Deferrari, J.O. Cadenas, R.A. Octa-O-benzoyI-β-maltose (I) was prepared and its reaction with methanolic ammonia produced 4-0-α-d-glucopyranosyl-1,1-bis(benzamido)-l-deoxy-D-glucitol (IIa), maltose (III), 6-O-benzoylmaltose (IV), and N-benzoylmaltosylamine (Va) isolated as its heptaacetate Vb. The structures of Ila and IV were established. Octa-O-benzoyl-α-maltose (VI) and 6-O-benzoylmaltitol (VII) were obtained, respectively, by benzoylation and by reduction of IV. Enzymatic hydrolysis of IV gave 6-O-benzoyl-d-glucose (XII); 6-O-benzoyl-d-glucitol (XIII) was obtained by reduction of XII. © 1966, American Chemical Society. All rights reserved. Fil:Thiel, I.M.E. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Deferrari, J.O. 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 info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00223263_v31_n11_p3704_Thiel
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
description Octa-O-benzoyI-β-maltose (I) was prepared and its reaction with methanolic ammonia produced 4-0-α-d-glucopyranosyl-1,1-bis(benzamido)-l-deoxy-D-glucitol (IIa), maltose (III), 6-O-benzoylmaltose (IV), and N-benzoylmaltosylamine (Va) isolated as its heptaacetate Vb. The structures of Ila and IV were established. Octa-O-benzoyl-α-maltose (VI) and 6-O-benzoylmaltitol (VII) were obtained, respectively, by benzoylation and by reduction of IV. Enzymatic hydrolysis of IV gave 6-O-benzoyl-d-glucose (XII); 6-O-benzoyl-d-glucitol (XIII) was obtained by reduction of XII. © 1966, American Chemical Society. All rights reserved.
format JOUR
author Thiel, I.M.E.
Deferrari, J.O.
Cadenas, R.A.
spellingShingle Thiel, I.M.E.
Deferrari, J.O.
Cadenas, R.A.
The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose
author_facet Thiel, I.M.E.
Deferrari, J.O.
Cadenas, R.A.
author_sort Thiel, I.M.E.
title The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose
title_short The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose
title_full The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose
title_fullStr The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose
title_full_unstemmed The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose
title_sort reaction of ammonia with acylated disaccharides. viii. octa-o-benzoylmaltose and benzoyl derivatives of maltose
url http://hdl.handle.net/20.500.12110/paper_00223263_v31_n11_p3704_Thiel
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