Abstract:
The syntheses of some derivatives of 5-amino-5-deoxy-L-arabinonic acid, 5- amino-5-deoxy-D-xylonic acid and (S)-5-amino-4-hydroxypentanoic acid have been performed in several steps from L-arabinose, D-xylose and (S)-(+)- glutamic acid, respectively. These ω-aminoacids are precursors of bifunctional monomers that could be used for the preparation of optically active polyamides.
Registro:
Documento: |
Artículo
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Título: | Synthesis of carbohydrate-based monomers that are precursors for the preparation of stereoregular polyamides |
Autor: | Zamora, F.; Bueno, M.; Molina, I.; Orgueira, H.A.; Varela, O.; Galbis, J.A. |
Filiación: | Depto. de Quim. Organ. y Farmaceut., Facultad de Farmacia, Universidad de Sevilla, 41071-Sevilla, Spain Depto. de Quim. Orgánica, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 1428 Buenos Aires, Argentina
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Palabras clave: | 5 amino 4 hydropentanoic acid; 5 amino 5 deoxy dextro xylonic acid; 5 amino 5 deoxy levo arabinonic acid; amino acid derivative; arabinose; glutamic acid; monomer; polyamide; unclassified drug; xylose; amino acid synthesis; article; hydrogenation; nuclear magnetic resonance; priority journal |
Año: | 1996
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Volumen: | 7
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Número: | 6
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Página de inicio: | 1811
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Página de fin: | 1818
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DOI: |
http://dx.doi.org/10.1016/0957-4166(96)00216-9 |
Título revista: | Tetrahedron Asymmetry
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Título revista abreviado: | TETRAHEDRON ASYMMETRY
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ISSN: | 09574166
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CODEN: | TASYE
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CAS: | arabinose, 147-81-9; glutamic acid, 11070-68-1, 138-15-8, 56-86-0, 6899-05-4; polyamide, 63428-83-1; xylose, 25990-60-7, 58-86-6
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09574166_v7_n6_p1811_Zamora |
Referencias:
- Kiely, D.E., Lin, T., U.S. Pat. 1989, 4,833,230; Thiem, J., Bachmann, F., (1991) Makromol. Chem., 192, p. 2163
- Bachmann, F., Thiem, J., (1992) J. Polym. Sci., Part A: Polym. Chem., 30, p. 2059
- Thiem, J., Bachmann, F., (1993) Makromol. Chem., 194, p. 1035
- Hashimoto, K., Wibullucksanakul, S., Matsuura, M., Okada, M., (1993) J. Polym. Sci., Part. A: Polym. Chem., 31, p. 3141
- Bueno Martinez, M., Zamora Mata, F., Ugalde Donoso, M.T., Galbis Perez, J.A., (1992) Carbohydr. Res., 230, p. 191
- Bueno Martinez, M., Galbis Perez, J.A., Garcia-Martin, M.G., De Paz, M.V., Zamora Mata, F., Muñoz Guerra, S., (1995) J. Polym. Sci., Part A: Polym. Chem., 33, p. 299
- Molina Pinilla, I., Bueno Martinez, M., Galbis Perez, J.A., (1995) Macromolecules, 28, p. 3766
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- Ravid, U., Silverstein, R.M., Smith, L.R., (1978) Tetrahedron, 34, p. 1449
- Vekemans, J.A.J.M., Franken, G.A.M., Chittenden, G.J.F., Godefroi, E.F., (1987) Tetrahedron Lett., 20, p. 2299
- Deane, C.C., Inch, T.D., (1969) Chem.Commun., p. 813
- Olsen, R.K., Bhat, K.L., Wardle, R.B., Hennen, W.J., Kini, G.D., (1985) J. Org. Chem., 50, p. 896
Citas:
---------- APA ----------
Zamora, F., Bueno, M., Molina, I., Orgueira, H.A., Varela, O. & Galbis, J.A.
(1996)
. Synthesis of carbohydrate-based monomers that are precursors for the preparation of stereoregular polyamides. Tetrahedron Asymmetry, 7(6), 1811-1818.
http://dx.doi.org/10.1016/0957-4166(96)00216-9---------- CHICAGO ----------
Zamora, F., Bueno, M., Molina, I., Orgueira, H.A., Varela, O., Galbis, J.A.
"Synthesis of carbohydrate-based monomers that are precursors for the preparation of stereoregular polyamides"
. Tetrahedron Asymmetry 7, no. 6
(1996) : 1811-1818.
http://dx.doi.org/10.1016/0957-4166(96)00216-9---------- MLA ----------
Zamora, F., Bueno, M., Molina, I., Orgueira, H.A., Varela, O., Galbis, J.A.
"Synthesis of carbohydrate-based monomers that are precursors for the preparation of stereoregular polyamides"
. Tetrahedron Asymmetry, vol. 7, no. 6, 1996, pp. 1811-1818.
http://dx.doi.org/10.1016/0957-4166(96)00216-9---------- VANCOUVER ----------
Zamora, F., Bueno, M., Molina, I., Orgueira, H.A., Varela, O., Galbis, J.A. Synthesis of carbohydrate-based monomers that are precursors for the preparation of stereoregular polyamides. TETRAHEDRON ASYMMETRY. 1996;7(6):1811-1818.
http://dx.doi.org/10.1016/0957-4166(96)00216-9