【结 构 式】 |
【分子编号】23461 【品名】5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-([[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]methyl)tetrahydro-2H-pyran-2-yl]oxy]-4H-chromen-4-one 【CA登记号】520-27-4 |
【 分 子 式 】C28H32O15 【 分 子 量 】608.55308 【元素组成】C 55.26% H 5.3% O 39.44% |
合成路线1
该中间体在本合成路线中的序号:(I)By reaction of diosmin (I) with 2-chloroethanol (II) in alkaline aqueous medium.
【1】 Mosquera, R.; Orjales, A. (FAES); Preparation of mono- and di-beta-hydroxyethyl diosmine mixture. DE 3715447; ES 554841; FR 2598415; IT 1215471 . |
【2】 Orjales, A.; Hidrosmin. Drugs Fut 1987, 12, 11, 1015. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(IIIa) | 28154 | 5-(2-hydroxyethoxy)-2-(3-hydroxy-4-methoxyphenyl)-7-[[(2S,3R,4S,5S)-3,4,5-trihydroxy-6-([[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]methyl)tetrahydro-2H-pyran-2-yl]oxy]-4H-chromen-4-one | C30H36O16 | 详情 | 详情 | |
(IIIb) | 28155 | 5-(2-hydroxyethoxy)-2-[3-(2-hydroxyethoxy)-4-methoxyphenyl]-7-[[(2S,3R,4S,5S)-3,4,5-trihydroxy-6-([[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]methyl)tetrahydro-2H-pyran-2-yl]oxy]-4H-chromen-4-one | C32H40O17 | 详情 | 详情 | |
(I) | 23461 | 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-([[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]methyl)tetrahydro-2H-pyran-2-yl]oxy]-4H-chromen-4-one | 520-27-4 | C28H32O15 | 详情 | 详情 |
(II) | 10384 | 2-Chloro-1-ethanol; Ethylene chlorohydrin | 107-07-3 | C2H5ClO | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号:(IV)Dosmalfate is obtained in a multistep synthesis: The treatment of anhydrous 5-ethyl-2-methylpyridine (I) with chlorosulfonic acid (II) affords 5-ethyl-2-methylpyridine sulfur trioxide complex (III). Heating 1 mol of diosmin (IV) with 7 mol of (III) gives diosmin heptakis(hydrogensulfate) 5-ethyl-2-methylpyridinium salt (V), which by treatment with aqueous sodium hydroxide yields the diosmin heptakis(hydrogensulfate) sodium salt. Finally, the reaction of the sodium salt in an aqueous medium with an aqueous aluminum hydroxychloride solution yields the diosmin heptakis(hydrogensulfate) aluminum complex.
【1】 Orjales-Venero, A.; Mosquera-Pestana, R. (FAES); Sulfated diosmin deriv.. EP 0558435; ES 2041216; JP 1994008677; US 5296469 . |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(I) | 23458 | 5-ethyl-2-methylpyridine | 104-90-5 | C8H11N | 详情 | 详情 |
(III) | 23460 | 5-ethyl-2-methylpyridinium | C8H13NO3S | 详情 | 详情 | |
(IV) | 23461 | 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-([[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]methyl)tetrahydro-2H-pyran-2-yl]oxy]-4H-chromen-4-one | 520-27-4 | C28H32O15 | 详情 | 详情 |
(V) | 23462 | 7-[6-O-(6-Deoxy-2,3,4-tetra-O-sulfo-alpha-L-mannopyranosyl)-2,3,4-tetra-O-sulfo-beta-D-glucopyranosyloxy]-5-hydroxy-2-(4-methoxy-3-sulfooxyphenyl)-4H-1-benzopyran-4-one hepta-5-ethyl-2-methylpyridinium salt; 7-[6-O-(6-Deoxy-2,3,4-tetra-O-sulfo-alpha-L-mannopyranosyl)-2,3,4-tetra-O-sulfo-beta-D-glucopyranosyloxy]-5-hydroxy-2-(4-methoxy-3-sulfooxyphenyl)-4H-1-benzopyran-4-one hepta-5-ethyl-2-methylpyridinium salt | C84H109N7O36S7 | 详情 | 详情 |