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【结 构 式】 
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【分子编号】25036 【品名】Diethyl N-(4-aminobenzoyl)glutamate; diethyl 2-[(4-aminobenzoyl)amino]pentanedioate 【CA登记号】 |
【 分 子 式 】C16H22N2O5 【 分 子 量 】322.36116 【元素组成】C 59.62% H 6.88% N 8.69% O 24.82% |
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：(I)The alkylation of diethyl N-(4-aminobenzoyl)glutamate (I) with propargyl bromide (II) in hot ethanol gives diethyl N-[4-(propargylamino)benzoyl]glutamate (III), which is condensed with 2-amino-6-bromomethyl-4-hydroxyquinazoline (IV) by means of triethylamine in hot 2-ethoxyethanol (or CaCO3 in dimethylacetamide) yielding diethyl N-[4-[N-[(2-amino-4-hydroxy-6-quinazolinyl)methyl]prop-2-ynylamino]benzoyl]-L-glutamate (V). Finally, this compound is saponified with NaOH in ethanol-water.
| 【1】 Jones, T.R.; Harrap, K.R.; Calvert, A.H.; Anti-cancer quinazoline derivatives. EP 0031237; GB 2065653; US 4447608; US 4564616 . |
| 【2】 Hopkins, S.J.; Serradell, M.N.; Castaner, J.; CB-3717. Drugs Fut 1984, 9, 12, 893. |
| 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) | 25036 | Diethyl N-(4-aminobenzoyl)glutamate; diethyl 2-[(4-aminobenzoyl)amino]pentanedioate | C16H22N2O5 | 详情 | 详情 | |
| (II) | 11176 | 3-Bromopropyne; 3-Bromo-1-propyne | 106-96-7 | C3H3Br | 详情 | 详情 |
| (III) | 34311 | ethyl (2S)-1-[(2R)-2-methyl-3-sulfanylpropanoyl]-2,3-dihydro-1H-indole-2-carboxylate | C15H19NO3S | 详情 | 详情 | |
| (IV) | 34312 | diethyl 2-[[4-(2-propynylamino)benzoyl]amino]pentanedioate | C19H24N2O5 | 详情 | 详情 | |
| (V) | 34313 | 2-amino-6-(bromomethyl)-4-quinazolinol | C9H8BrN3O | 详情 | 详情 |
Extended Information