By ammonolysis of 1,2,3,4,6/penta-O-benzoyl-d-galaetoses, having labeled benzoyl groups at different carbon atoms, the following contributions of each benzoyl group to the formation of 1, 1/bis(benzamido)/1/deoxy-d-galactitol have been found: C/2, 0.13; C/3, 0.62; C/4, 1.02; C/6, 0.18 moles per mole. Compared with the penta-O-benzoyl-d-glucoses, the most interesting variation is the increase of the contribution of the benzoyl group at C/4, from 0.82 in the d-glucose series to total migration in the D-galactoses, that takes place at the expense of the contribution of the benzoyls in C/3 and C/6. © 1964, American Chemical Society. All rights reserved.
Documento: | Artículo |
Título: | Reaction of Ammonia with Some Acetylated and Benzoylated Monosaccharides. IX. The Migration of Benzoyl Groups in the Ammonolysis of 1,2,3,4,6/Penta-O-benzoyl-D-galactoses |
Autor: | Gros, E.G.; Deulofeu, V. |
Filiación: | División de Química Orgánica, Comision Nacional de Energía Atómica, Laboratorio de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Perú 222, Buenos Aires, Argentina |
Año: | 1964 |
Volumen: | 29 |
Número: | 12 |
Página de inicio: | 3647 |
Página de fin: | 3654 |
DOI: | http://dx.doi.org/10.1021/jo01035a054 |
Título revista: | Journal of Organic Chemistry |
Título revista abreviado: | J. Org. Chem. |
ISSN: | 00223263 |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223263_v29_n12_p3647_Gros |