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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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 |
work_keys_str_mv |
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