The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose

Thiel, I.M.E.; Deferrari, J.O.; Cadenas, R.A.

doi:10.1021/jo01349a050

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Thiel, I.M.E.; Deferrari, J.O.; Cadenas, R.A. "The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose" (1966) Journal of Organic Chemistry. 31(11):3704-3707

https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223263_v31_n11_p3704_Thiel

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Abstract:

Octa-O-benzoyI-β-maltose (I) was prepared and its reaction with methanolic ammonia produced 4-0-α-d-glucopyranosyl-1,1-bis(benzamido)-l-deoxy-D-glucitol (IIa), maltose (III), 6-O-benzoylmaltose (IV), and N-benzoylmaltosylamine (Va) isolated as its heptaacetate Vb. The structures of Ila and IV were established. Octa-O-benzoyl-α-maltose (VI) and 6-O-benzoylmaltitol (VII) were obtained, respectively, by benzoylation and by reduction of IV. Enzymatic hydrolysis of IV gave 6-O-benzoyl-d-glucose (XII); 6-O-benzoyl-d-glucitol (XIII) was obtained by reduction of XII. © 1966, American Chemical Society. All rights reserved.

Registro:

Documento:	Artículo
Título:	The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose
Autor:	Thiel, I.M.E.; Deferrari, J.O.; Cadenas, R.A.
Filiación:	Departamento de Quimica Orgànica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Argentina
Año:	1966
Volumen:	31
Número:	11
Página de inicio:	3704
Página de fin:	3707
DOI:	http://dx.doi.org/10.1021/jo01349a050
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_v31_n11_p3704_Thiel

Citas:

---------- APA ----------

Thiel, I.M.E., Deferrari, J.O. & Cadenas, R.A. (1966) . The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose. Journal of Organic Chemistry, 31(11), 3704-3707.
http://dx.doi.org/10.1021/jo01349a050

---------- CHICAGO ----------

Thiel, I.M.E., Deferrari, J.O., Cadenas, R.A. "The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose" . Journal of Organic Chemistry 31, no. 11 (1966) : 3704-3707.
http://dx.doi.org/10.1021/jo01349a050

---------- MLA ----------

Thiel, I.M.E., Deferrari, J.O., Cadenas, R.A. "The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose" . Journal of Organic Chemistry, vol. 31, no. 11, 1966, pp. 3704-3707.
http://dx.doi.org/10.1021/jo01349a050

---------- VANCOUVER ----------

Thiel, I.M.E., Deferrari, J.O., Cadenas, R.A. The Reaction of Ammonia with Acylated Disaccharides. VIII. Octa-O-benzoylmaltose and Benzoyl Derivatives of Maltose. J. Org. Chem. 1966;31(11):3704-3707.
http://dx.doi.org/10.1021/jo01349a050