【结 构 式】 |
【分子编号】49765 【品名】(2R)-3-(2-aminoanilino)-2-[(tert-butoxycarbonyl)amino]propionic acid 【CA登记号】 |
【 分 子 式 】C14H21N3O4 【 分 子 量 】295.33856 【元素组成】C 56.94% H 7.17% N 14.23% O 21.67% |
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:(IV)The condensation of the mono-protected 2,3-diaminopropionic acid (I) with 2-fluoronitrobenzene (II) produced the nitro acid (III). After catalytic hydrogenation of the nitro group of (III), the resulting amino acid (IV) was cyclized to the benzodiazepinone (V) upon refluxing in toluene. Alkylation of (V) with cyclohexenyl bromide (VI) afforded the 5-cyclohexenyl benzodiazepinone (VII), which was further hydrogenated to the cyclohexyl derivative (VIII). Acid cleavage of the Boc protecting group of (VIII) furnished the aminobenzodiazepinone (IX).
【1】 Murata, M.; Shinozaki, K.; Yoneta, T.; Miura, N.; Maeda, K. (Zeria Pharmaceutical Co., Ltd.); 1,5-Benzodiazepine derivs.. EP 0945445; US 6239131; WO 9825911 . |
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) | 49763 | Boc-D-diaminopropionic acid | C8H16N2O4 | 详情 | 详情 | |
(II) | 13463 | o-Fluoronitrobenzene; 1-fluoro-2-nitrobenzene | 1493-27-2 | C6H4FNO2 | 详情 | 详情 |
(III) | 49764 | (2R)-2-[(tert-butoxycarbonyl)amino]-3-(2-nitroanilino)propionic acid | C14H19N3O6 | 详情 | 详情 | |
(IV) | 49765 | (2R)-3-(2-aminoanilino)-2-[(tert-butoxycarbonyl)amino]propionic acid | C14H21N3O4 | 详情 | 详情 | |
(V) | 49766 | tert-butyl (3R)-2-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-ylcarbamate | C14H19N3O3 | 详情 | 详情 | |
(VI) | 30800 | 3-bromo-1-cyclohexene | 1521-51-3 | C6H9Br | 详情 | 详情 |
(VII) | 49767 | tert-butyl (3R)-1-(2-cyclohexen-1-yl)-4-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-ylcarbamate | C20H27N3O3 | 详情 | 详情 | |
(VIII) | 49768 | tert-butyl (3R)-1-cyclohexyl-4-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-ylcarbamate | C20H29N3O3 | 详情 | 详情 | |
(IX) | 49769 | (3R)-3-amino-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one | C15H21N3O | 详情 | 详情 |
Extended Information