Facile synthesis of a d-galactono-1,6-lactone derivative, a precursor of a copolyester
2,3,4,6-Tetra-O-methyl-d-galactonic acid (5) was readily prepared from d-galactono-1,4-lactone (1) in 47% yield. The sequence involves tritylation of HO-6 of 1, followed by O-permethylation and deprotection. Lactonization of 5 led to the per-O-methyl-d-galactono-1,6-lactone, which was copolymerized...
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| Formato: | Capítulo de libro |
| Lenguaje: | Inglés |
| Publicado: |
2006
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| Acceso en línea: | Registro en Scopus DOI Handle Registro en la Biblioteca Digital |
| Aporte de: | Registro referencial: Solicitar el recurso aquí |
| LEADER | 07545caa a22011657a 4500 | ||
|---|---|---|---|
| 001 | PAPER-6802 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518203631.0 | ||
| 008 | 190411s2006 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-33751270857 | |
| 024 | 7 | |2 cas |a trifluoromethanesulfonic acid, 1493-13-6; caprolactone, 502-44-3; galactonic acid, 13382-27-9; galactonolactone, 2426-46-2; Hexanoic Acids; Lactones; Polyesters; Sugar Acids | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a CRBRA | ||
| 100 | 1 | |a Romero Zaliz, C.L. | |
| 245 | 1 | 0 | |a Facile synthesis of a d-galactono-1,6-lactone derivative, a precursor of a copolyester |
| 260 | |c 2006 | ||
| 270 | 1 | 0 | |m Varela, O.; CIHIDECAR, CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Pabellón II, 1428-Buenos Aires, Argentina; email: varela@qo.fcen.uba.ar |
| 506 | |2 openaire |e Política editorial | ||
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| 504 | |a Romero Zaliz, C.L., Varela, O., (2003) Tetrahedron: Asymmetry, 14, pp. 2579-2586 | ||
| 504 | |a Romero Zaliz, C.L., Varela, O., (2005) Tetrahedron: Asymmetry, 16, pp. 97-103 | ||
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| 520 | 3 | |a 2,3,4,6-Tetra-O-methyl-d-galactonic acid (5) was readily prepared from d-galactono-1,4-lactone (1) in 47% yield. The sequence involves tritylation of HO-6 of 1, followed by O-permethylation and deprotection. Lactonization of 5 led to the per-O-methyl-d-galactono-1,6-lactone, which was copolymerized with ε-caprolactone by ring-opening polymerization catalyzed by scandium triflate. The incorporation of the sugar comonomer into the polyester chain was about 10%. © 2006 Elsevier Ltd. All rights reserved. |l eng | |
| 536 | |a Detalles de la financiación: Universidad de Buenos Aires, X059 | ||
| 536 | |a Detalles de la financiación: National Science and Technology Development Agency | ||
| 536 | |a Detalles de la financiación: National Council for Scientific Research | ||
| 536 | |a Detalles de la financiación: Agencia Nacional de Promoción Científica y Tecnológica, 13922 | ||
| 536 | |a Detalles de la financiación: Consejo Nacional de Investigaciones Científicas y Técnicas, PIP 5011 | ||
| 536 | |a Detalles de la financiación: Support of our work by the University of Buenos Aires (project X059), the National Research Council of Argentina (CONICET, project PIP 5011) and the National Agency for Promotion of Science and Technology (ANPCyT, project 13922) is gratefully acknowledged. We thank Dr. Rosa Erra-Balsells and Dr. Hiroshi Nonami (Ehime University, Japan) for the MALDI-TOF mass spectra. O.V. is a Research Member of CONICET. | ||
| 593 | |a CIHIDECAR, CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Pabellón II, 1428-Buenos Aires, Argentina | ||
| 690 | 1 | 0 | |a Ε-CAPROLACTONE |
| 690 | 1 | 0 | |a ALDONO-1,6-LACTONE |
| 690 | 1 | 0 | |a COPOLYESTER |
| 690 | 1 | 0 | |a D-GALACTONO-1,4-LACTONE |
| 690 | 1 | 0 | |a DERIVATIVES |
| 690 | 1 | 0 | |a MONOMERS |
| 690 | 1 | 0 | |a ORGANIC ACIDS |
| 690 | 1 | 0 | |a POLYESTERS |
| 690 | 1 | 0 | |a POLYMERIZATION |
| 690 | 1 | 0 | |a SUGAR (SUCROSE) |
| 690 | 1 | 0 | |a Ε-CAPROLACTONE |
| 690 | 1 | 0 | |a ALDONO-1,6-LACTONE |
| 690 | 1 | 0 | |a COPOLYESTERS |
| 690 | 1 | 0 | |a D-GALACTONO-1,4-LACTONE |
| 690 | 1 | 0 | |a KETONES |
| 690 | 1 | 0 | |a 2,3,4,6 TETRA O METHYL DEXTRO GALACTONIC ACID |
| 690 | 1 | 0 | |a DEXTRO GALACTONO 1,4 LACTONE |
| 690 | 1 | 0 | |a EPSILON CAPROLACTONE |
| 690 | 1 | 0 | |a LACTONE DERIVATIVE |
| 690 | 1 | 0 | |a PER O METHYL DEXTRO GALACTONO 1,6 LACTONE |
| 690 | 1 | 0 | |a POLYESTER |
| 690 | 1 | 0 | |a SCANDIUM TRIFLATE |
| 690 | 1 | 0 | |a TRIFLUOROMETHANESULFONIC ACID |
| 690 | 1 | 0 | |a UNCLASSIFIED DRUG |
| 690 | 1 | 0 | |a ARTICLE |
| 690 | 1 | 0 | |a DEPROTECTION REACTION |
| 690 | 1 | 0 | |a LACTONIZATION |
| 690 | 1 | 0 | |a METHYLATION |
| 690 | 1 | 0 | |a POLYMERIZATION |
| 690 | 1 | 0 | |a PRIORITY JOURNAL |
| 690 | 1 | 0 | |a SYNTHESIS |
| 690 | 1 | 0 | |a HEXANOIC ACIDS |
| 690 | 1 | 0 | |a LACTONES |
| 690 | 1 | 0 | |a POLYESTERS |
| 690 | 1 | 0 | |a SUGAR ACIDS |
| 690 | 1 | 0 | |a TETRA |
| 700 | 1 | |a Varela, O. | |
| 773 | 0 | |d 2006 |g v. 341 |h pp. 2973-2977 |k n. 18 |p Carbohydr. Res. |x 00086215 |w (AR-BaUEN)CENRE-301 |t Carbohydrate Research | |
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| 856 | 4 | 0 | |u https://doi.org/10.1016/j.carres.2006.10.017 |y DOI |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_00086215_v341_n18_p2973_RomeroZaliz |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v341_n18_p2973_RomeroZaliz |y Registro en la Biblioteca Digital |
| 961 | |a paper_00086215_v341_n18_p2973_RomeroZaliz |b paper |c PE | ||
| 962 | |a info:eu-repo/semantics/article |a info:ar-repo/semantics/artículo |b info:eu-repo/semantics/publishedVersion | ||
| 963 | |a VARI | ||
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