From the reaction of aqueous ammonia with octa-O-acetyllactobiononitrile, 3-O-(β-D-galactopyranosyl)-D-arabinose, l,l-diacetamido-l-deoxy-3-O-(β-D-galactopyranosyl)-D-arabinitol (I), and N-acetyl-3-0-(β-D-galacto-pyranosyl)-D-arabinofuranosylamine (II) were isolated. The acyclic structure of I was established by periodate oxidation and by formation of a hepta-O-acetyl derivative. 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. © 1965, American Chemical Society. All rights reserved.
Documento: | Artículo |
Título: | The Reaction of Ammonia with Acylated Disaccharides. VII. The Wohl Reaction with Octa-0-acetyllactobiononitrile |
Autor: | Gelpi, M.E.; Deferrari, J.O.; Cadenas, R.A. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina |
Año: | 1965 |
Volumen: | 30 |
Número: | 12 |
Página de inicio: | 4064 |
Página de fin: | 4066 |
DOI: | http://dx.doi.org/10.1021/jo01023a018 |
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_v30_n12_p4064_Gelpi |