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【结 构 式】 
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【分子编号】37417 【品名】(8S,10S)-10-[[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]-8-(2-bromo-1,1-dimethoxyethyl)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydro-5,12-naphthacenedione 【CA登记号】 |
【 分 子 式 】C29H34BrNO11 【 分 子 量 】652.4931 【元素组成】C 53.38% H 5.25% Br 12.25% N 2.15% O 26.97% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(III)The ketalization of daunorubicin (I) in the usual way gives daunorubicin-13-dimethylketal (II), which is brominated to 14-bromodaunorubicin-13-dimethylketal (III). The hydrolysis of (III) yields 14-bromodaunorubicin (IV), which is finally treated with sodium diethoxyacetate in refluxing acetone. The title product can also be obtained by reaction of (III) with sodium diethoxyacetate (A) in the same way.
| 【1】 Maral, R.; et al.; Preparation and experimental antitumor activity of a new semi-synthetic compound: 14-Diethoxy daunorubicin (RP 33921). Compt Rend Acad Sci 1978, 443-446. |
| 【2】 Blancafort, P.; Bernard, J.; Castaner, J.; Serradell, M.N.; Jacquillat, C.; Detorubicin. Drugs Fut 1981, 6, 3, 139. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 37419 | sodium 2,2-diethoxyacetate | C6H11NaO4 | 详情 | 详情 | |
| (I) | 18698 | 7-(3-Amino-2,3,6-trideoxy-L-lyxo-hexosyloxy)-9-acetyl-7,8,9,10-tetrahydro-6,9,11-trihydroxy-4-methoxy-5,12-naphthacenequinone; (8S,10S)-8-acetyl-10-[[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydro-5,12-naphthacenedione; (1S,3S)-3-Acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1-naphthacenyl 3-amino-2,3,6-trideoxy-alpha-lyxo-hexopyranoside; Daunomycin | 20830-81-3 | C27H29NO10 | 详情 | 详情 |
| (II) | 37416 | (8S,10S)-10-[[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]-8-(1,1-dimethoxyethyl)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydro-5,12-naphthacenedione | C29H35NO11 | 详情 | 详情 | |
| (III) | 37417 | (8S,10S)-10-[[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]-8-(2-bromo-1,1-dimethoxyethyl)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydro-5,12-naphthacenedione | C29H34BrNO11 | 详情 | 详情 | |
| (IV) | 37418 | (8S,10S)-10-[[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]-8-(2-bromoacetyl)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydro-5,12-naphthacenedione | C27H28BrNO10 | 详情 | 详情 |
Extended Information