Abstract:
The reaction of aqueous ammonia with octa-O-acetylgentiobiose gives 1,1-bis-(acetamido)-1-deoxy-6-O-β-D-glucopyranosyl-D-glucitol (1) and N-acetyl-6-O-β-D-glucopyranosyl-β-D-glucofuranosylamine (3). The structure of the furanoid compound 3 was demonstrated by methylation and hydrolysis techniques, and its anomeric configuration through periodate oxidation and borohydride reduction. © 1974.
Registro:
Documento: |
Artículo
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Título: | The reaction of ammonia with acetyl derivatives of gentiobiose |
Autor: | Zanlungo, A.B.; Defferrari, J.O.; Gelpi, M.E.; Cadenas, R.A. |
Filiación: | Departamento de Quimica Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina Departamento de Quimica, Facultad de Agronomia, Universidad de Buenos Aires, Buenos Aires, Argentina
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Año: | 1974
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Volumen: | 35
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Número: | 1
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Página de inicio: | 33
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Página de fin: | 37
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DOI: |
http://dx.doi.org/10.1016/S0008-6215(00)84830-2 |
Título revista: | Carbohydrate Research
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Título revista abreviado: | Carbohydr. Res.
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ISSN: | 00086215
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CODEN: | CRBRA
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v35_n1_p33_Zanlungo |
Referencias:
- Thiel, Deferrari, Cadenas, (1966) J. Org. Chem., 31, p. 3704. , and references cited therein
- Gros, Ondetti, Sproviero, Deulofeu, Deferrari, (1962) J. Org. Chem., 27, p. 924
- Zanlungo, Deferrari, Cadenas, Acyl migrations in acylated monosaccharides. Formation of N-acetyl-β-D-galactofuranosylamine (1969) Carbohydrate Research, 10, p. 403
- Zanlungo, Deferrari, Cadenas, The reaction of ammonia with acylated disaccharides. Part IX. Acetyl derivatives of melibiose (1970) Journal of the Chemical Society C: Organic, p. 1908
- Cadenas, Deferrari, The Reaction of Ammonia with Acylated Disaccharides. III. Acetyl Derivatives of Maltose and an Interpretation (1963) The Journal of Organic Chemistry, 28, p. 2613
- Cerezo, Deulofeu, (1966) Carbohyd. Res., 2, p. 35
- Cadenas, Deferrari, (1961) Analyst, 86, p. 132
- Partridge, (1949) Nature (London), 164, p. 443
- Reynolds, Evans, (1938) J. Amer. Chem. Soc., 60, p. 2559
- Kuhn, Löw, Trischmann, Die Konstitution der Lycotetraose (1957) Chemische Berichte, 90, p. 203
- Coleman, Brandt, McCloskey, (1957) J. Org. Chem., 22, p. 1336
- Laidlaw, Wylam, 114. The structure of stachyose (1953) Journal of the Chemical Society (Resumed), p. 567
Citas:
---------- APA ----------
Zanlungo, A.B., Defferrari, J.O., Gelpi, M.E. & Cadenas, R.A.
(1974)
. The reaction of ammonia with acetyl derivatives of gentiobiose. Carbohydrate Research, 35(1), 33-37.
http://dx.doi.org/10.1016/S0008-6215(00)84830-2---------- CHICAGO ----------
Zanlungo, A.B., Defferrari, J.O., Gelpi, M.E., Cadenas, R.A.
"The reaction of ammonia with acetyl derivatives of gentiobiose"
. Carbohydrate Research 35, no. 1
(1974) : 33-37.
http://dx.doi.org/10.1016/S0008-6215(00)84830-2---------- MLA ----------
Zanlungo, A.B., Defferrari, J.O., Gelpi, M.E., Cadenas, R.A.
"The reaction of ammonia with acetyl derivatives of gentiobiose"
. Carbohydrate Research, vol. 35, no. 1, 1974, pp. 33-37.
http://dx.doi.org/10.1016/S0008-6215(00)84830-2---------- VANCOUVER ----------
Zanlungo, A.B., Defferrari, J.O., Gelpi, M.E., Cadenas, R.A. The reaction of ammonia with acetyl derivatives of gentiobiose. Carbohydr. Res. 1974;35(1):33-37.
http://dx.doi.org/10.1016/S0008-6215(00)84830-2