Methylation of reducing carbohydrates. Permethylated derivatives of melibiose [O-α-D-galactopyranosyl-(1 → 6)-D-glucopyranose]
Methylation in methanol of α-melibiose and octa-O-acetyl-β- melibiose with ethereal diazomethane, and subsequent permethylation (methyl iodide-barium oxide), gave methyl hepta-O-methyl-β-melibiopyranoside (IV). When α-melibiose was methylated with methyl iodide and barium oxide, a mixture of furanos...
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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00224952_v_n_p3354_Gelpi |
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todo:paper_00224952_v_n_p3354_Gelpi2023-10-03T14:33:24Z Methylation of reducing carbohydrates. Permethylated derivatives of melibiose [O-α-D-galactopyranosyl-(1 → 6)-D-glucopyranose] Gelpi, M.E. Deferrari, J.O. Cadenas, R.A. Methylation in methanol of α-melibiose and octa-O-acetyl-β- melibiose with ethereal diazomethane, and subsequent permethylation (methyl iodide-barium oxide), gave methyl hepta-O-methyl-β-melibiopyranoside (IV). When α-melibiose was methylated with methyl iodide and barium oxide, a mixture of furanose and pyranose isomers was obtained, from which pure methyl hepta-O-methyl-α-melibiofuranoside [methyl hepta-O-methyl-O-α-D- galactopyranosyl-(1 → 6)-α-D-glucofuranose] (I) was isolated. The preparation of methyl hepta-O-methyl-β-melibiofuranoside (II) is reported. Fil:Gelpi, M.E. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Deferrari, J.O. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cadenas, R.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00224952_v_n_p3354_Gelpi |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| description |
Methylation in methanol of α-melibiose and octa-O-acetyl-β- melibiose with ethereal diazomethane, and subsequent permethylation (methyl iodide-barium oxide), gave methyl hepta-O-methyl-β-melibiopyranoside (IV). When α-melibiose was methylated with methyl iodide and barium oxide, a mixture of furanose and pyranose isomers was obtained, from which pure methyl hepta-O-methyl-α-melibiofuranoside [methyl hepta-O-methyl-O-α-D- galactopyranosyl-(1 → 6)-α-D-glucofuranose] (I) was isolated. The preparation of methyl hepta-O-methyl-β-melibiofuranoside (II) is reported. |
| format |
JOUR |
| author |
Gelpi, M.E. Deferrari, J.O. Cadenas, R.A. |
| spellingShingle |
Gelpi, M.E. Deferrari, J.O. Cadenas, R.A. Methylation of reducing carbohydrates. Permethylated derivatives of melibiose [O-α-D-galactopyranosyl-(1 → 6)-D-glucopyranose] |
| author_facet |
Gelpi, M.E. Deferrari, J.O. Cadenas, R.A. |
| author_sort |
Gelpi, M.E. |
| title |
Methylation of reducing carbohydrates. Permethylated derivatives of melibiose [O-α-D-galactopyranosyl-(1 → 6)-D-glucopyranose] |
| title_short |
Methylation of reducing carbohydrates. Permethylated derivatives of melibiose [O-α-D-galactopyranosyl-(1 → 6)-D-glucopyranose] |
| title_full |
Methylation of reducing carbohydrates. Permethylated derivatives of melibiose [O-α-D-galactopyranosyl-(1 → 6)-D-glucopyranose] |
| title_fullStr |
Methylation of reducing carbohydrates. Permethylated derivatives of melibiose [O-α-D-galactopyranosyl-(1 → 6)-D-glucopyranose] |
| title_full_unstemmed |
Methylation of reducing carbohydrates. Permethylated derivatives of melibiose [O-α-D-galactopyranosyl-(1 → 6)-D-glucopyranose] |
| title_sort |
methylation of reducing carbohydrates. permethylated derivatives of melibiose [o-α-d-galactopyranosyl-(1 → 6)-d-glucopyranose] |
| url |
http://hdl.handle.net/20.500.12110/paper_00224952_v_n_p3354_Gelpi |
| work_keys_str_mv |
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1807321214605066240 |