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Abstract:

Several 1,2,3,4-tetra-O-benzoyl-l-arabinopyranoses selectively labeled with C6H5[14C]CO groups at different positions were synthesized. Their reactions with methanolic ammonia afforded a labeled 1,1-bis(benzamido)-1-deoxy-l-arabinitol (18). The contribution of each benzoyl group to the formation of the two benzamido linkages in 18 was ascertained by activity measurements. C6H5CO-2 made the smallest contribution to the formation of 18, whereas those at O-3 and O-4 made the greatest contribution. C6H5CO-1 did not contribute to the migration reaction. © 1993.

Registro:

Documento: Artículo
Título:Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol
Autor:Leicach, S.R.; Cadenas, R.A.; Sproviero, J.F.
Filiación:Departamento de Química, Facultad de Agronomía, Universidad de Buenos Aires, 1417 Av. San Martín, 4453 Buenos Aires, Argentina
Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellon II, 1428 Buenos Aires, Argentina
Palabras clave:Ammonia; Aromatic compounds; Molecular structure; Synthesis (chemical); Ammonolysis; Benzoyl groups effects; Bisbenzamidodeoxyarabinitol; Pentose perbenzoates; Peracetylated aldoses; Tetrabenzoylarabinopyranose; Carbohydrates; carbon 14; polyol; article; isotope labeling; reaction analysis; synthesis
Año:1993
Volumen:240
Número:C
Página de inicio:79
Página de fin:84
DOI: http://dx.doi.org/10.1016/0008-6215(93)84173-4
Título revista:Carbohydrate Research
Título revista abreviado:Carbohydr. Res.
ISSN:00086215
CODEN:CRBRA
CAS:carbon 14, 14762-75-5
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v240_nC_p79_Leicach

Referencias:

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Citas:

---------- APA ----------
Leicach, S.R., Cadenas, R.A. & Sproviero, J.F. (1993) . Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol. Carbohydrate Research, 240(C), 79-84.
http://dx.doi.org/10.1016/0008-6215(93)84173-4
---------- CHICAGO ----------
Leicach, S.R., Cadenas, R.A., Sproviero, J.F. "Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol" . Carbohydrate Research 240, no. C (1993) : 79-84.
http://dx.doi.org/10.1016/0008-6215(93)84173-4
---------- MLA ----------
Leicach, S.R., Cadenas, R.A., Sproviero, J.F. "Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol" . Carbohydrate Research, vol. 240, no. C, 1993, pp. 79-84.
http://dx.doi.org/10.1016/0008-6215(93)84173-4
---------- VANCOUVER ----------
Leicach, S.R., Cadenas, R.A., Sproviero, J.F. Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol. Carbohydr. Res. 1993;240(C):79-84.
http://dx.doi.org/10.1016/0008-6215(93)84173-4