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Abstract:

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.

Registro:

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

Citas:

---------- APA ----------
Gelpi, M.E., Deferrari, J.O. & Cadenas, R.A. (1965) . The Reaction of Ammonia with Acylated Disaccharides. VII. The Wohl Reaction with Octa-0-acetyllactobiononitrile. Journal of Organic Chemistry, 30(12), 4064-4066.
http://dx.doi.org/10.1021/jo01023a018
---------- CHICAGO ----------
Gelpi, M.E., Deferrari, J.O., Cadenas, R.A. "The Reaction of Ammonia with Acylated Disaccharides. VII. The Wohl Reaction with Octa-0-acetyllactobiononitrile" . Journal of Organic Chemistry 30, no. 12 (1965) : 4064-4066.
http://dx.doi.org/10.1021/jo01023a018
---------- MLA ----------
Gelpi, M.E., Deferrari, J.O., Cadenas, R.A. "The Reaction of Ammonia with Acylated Disaccharides. VII. The Wohl Reaction with Octa-0-acetyllactobiononitrile" . Journal of Organic Chemistry, vol. 30, no. 12, 1965, pp. 4064-4066.
http://dx.doi.org/10.1021/jo01023a018
---------- VANCOUVER ----------
Gelpi, M.E., Deferrari, J.O., Cadenas, R.A. The Reaction of Ammonia with Acylated Disaccharides. VII. The Wohl Reaction with Octa-0-acetyllactobiononitrile. J. Org. Chem. 1965;30(12):4064-4066.
http://dx.doi.org/10.1021/jo01023a018