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【结 构 式】

【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