Abstract:
1,2,6,2′,3′,4′,6′-Hepta-O-benzoyl-β-lactose (1) was prepared and its structure ascertained. Ammonolysis gave 6-O-benzoyllactose and lactose. The stability of the 6-O-benzoyl group was investigated and is discussed. © 1973.
Registro:
Documento: |
Artículo
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Título: | Preparation and structure of 1,2,6,2′,3′,4′,6′-hepta-O-benzoyl-β-lactose and 6-O-benzoyllactose |
Autor: | Vazquez, I.M.; Thiel, I.M.E.; Deferrari, J.O. |
Filiación: | Departamento de Quimica Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Argentina
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Año: | 1973
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Volumen: | 26
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Número: | 2
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Página de inicio: | 351
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Página de fin: | 356
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DOI: |
http://dx.doi.org/10.1016/S0008-6215(00)84522-X |
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_v26_n2_p351_Vazquez |
Referencias:
- Skraup, Benzoylverbindungen von Alkoholen, Phenolen und Zuckerarten (1889) Monatshefte f�r Chemie, 10, p. 389
- Kueney, (1890) Z. Physiol. Chem., 14, p. 330
- Panornow, Ueber eine Reaction der Dinitrokörper (1891) Berichte der deutschen chemischen Gesellschaft, 24, p. 971
- Ness, Fletcher, Jr., (1952) J. Amer. Chem. Soc., 74, p. 5344
- Deferrari, Thiel, Cadenas, The Reaction of Ammonia with Acylated Disaccharides. VI. Octa-O-benzoylcellobiose and Benzoyl Derivatives of Cellobiose (1965) The Journal of Organic Chemistry, 30, p. 3053
- Thiel, Deferrari, Cadenas, (1966) J. Org. Chem., 31, p. 3704
- Thiel, Deferrari, Cadenas, (1969) Ann., 723, p. 192
- Mastronardi, Flematti, Deferrari, Gros, (1966) Carbohyd. Res., 3, p. 177
- Deferrari, Gros, Mastronardi, (1967) Carbohyd. Res., 4, p. 432
- Deferrari, Thiel, Cadenas, (1973) Carbohyd. Res., 26, p. 244
- Gros, Ondetti, Sproviero, Deulofeu, Deferrari, (1962) J. Org. Chem., 27, p. 924
- Gros, Deulofeu, (1964) J. Org. Chem., 29, p. 3647
- Cadenas, Deferrari, (1961) Analyst, 86, p. 132. , London
- Patridge, (1949) Nature, 164, p. 443
- Lemieux, Bauer, (1954) Anal. Chem., 26, p. 920
- Hudson, Yanowsky, (1917) J. Amer. Chem. Soc., 39, p. 1013
- Vargha, Zur Kenntnis der Acylwanderung in der Zuckergruppe (1934) Berichte der deutschen chemischen Gesellschaft (A and B Series), 67, p. 1223
- Guthrie, (1962) Methods Carbohyd. Chem., 1, p. 440
- Speck, Jr., (1962) Methods Carbohyd. Chem., 1, p. 443
- Zinner, Bock, Klöcking, Derivate der Zucker-mercaptale, XV. Die Oxydation von Monobenzoyl-aldose-mercaptalen mit Bleitetraacetat und von Monobenzoyl-aldosen mit Natriummetaperjodat (1959) Chemische Berichte, 92, p. 1307
- Ohle, (1922) Biochem. Z., 131, p. 611
Citas:
---------- APA ----------
Vazquez, I.M., Thiel, I.M.E. & Deferrari, J.O.
(1973)
. Preparation and structure of 1,2,6,2′,3′,4′,6′-hepta-O-benzoyl-β-lactose and 6-O-benzoyllactose. Carbohydrate Research, 26(2), 351-356.
http://dx.doi.org/10.1016/S0008-6215(00)84522-X---------- CHICAGO ----------
Vazquez, I.M., Thiel, I.M.E., Deferrari, J.O.
"Preparation and structure of 1,2,6,2′,3′,4′,6′-hepta-O-benzoyl-β-lactose and 6-O-benzoyllactose"
. Carbohydrate Research 26, no. 2
(1973) : 351-356.
http://dx.doi.org/10.1016/S0008-6215(00)84522-X---------- MLA ----------
Vazquez, I.M., Thiel, I.M.E., Deferrari, J.O.
"Preparation and structure of 1,2,6,2′,3′,4′,6′-hepta-O-benzoyl-β-lactose and 6-O-benzoyllactose"
. Carbohydrate Research, vol. 26, no. 2, 1973, pp. 351-356.
http://dx.doi.org/10.1016/S0008-6215(00)84522-X---------- VANCOUVER ----------
Vazquez, I.M., Thiel, I.M.E., Deferrari, J.O. Preparation and structure of 1,2,6,2′,3′,4′,6′-hepta-O-benzoyl-β-lactose and 6-O-benzoyllactose. Carbohydr. Res. 1973;26(2):351-356.
http://dx.doi.org/10.1016/S0008-6215(00)84522-X