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【结 构 式】

【分子编号】34926

【品名】benzyl 4-[[4-(tert-butyl)benzoyl]amino]-3-[(3-cyanobenzoyl)amino]benzoate

【CA登记号】

【 分 子 式 】C33H29N3O4

【 分 子 量 】531.61108

【元素组成】C 74.56% H 5.5% N 7.9% O 12.04%

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:(VII)

Regioselective coupling of methyl 3,4-diaminobenzoate (I) with 3-cyanobenzoyl chloride (II) afforded benzamide (III). Further coupling of (III) with 4-tert-butylbenzoyl chloride (IV) gave diamide (V). Conversion of the methyl ester group of (V) into the benzyl ester analogue (VII) was effected by hydrolysis with LiOH, followed by treatment of the resulting carboxylic acid (VI) with benzyl bromide. Addition of hydroxylamine to the cyano group of (VII) gave rise to amidoxime (VIII). Subsequent hydrogenation of (VIII) over Pd/C produced the title amidine.

1 Briggs, S.; Weir, L.C.; Wiley, M.R.; et al.; Structure-based design of potent, amidine-derived inhibitors of factor Xa: Evaluation of selectivity, anticoagulant activity, and antithrombotic activity. J Med Chem 2000, 43, 5, 883.
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) 34920 methyl 3,4-diaminobenzoate 36692-49-6 C8H10N2O2 详情 详情
(II) 34921 3-cyanobenzoyl chloride 1711-11-1 C8H4ClNO 详情 详情
(III) 34922 methyl 4-amino-3-[(3-cyanobenzoyl)amino]benzoate C16H13N3O3 详情 详情
(IV) 34923 4-(tert-butyl)benzoyl chloride 1710-98-1 C11H13ClO 详情 详情
(V) 34924 methyl 4-[[4-(tert-butyl)benzoyl]amino]-3-[(3-cyanobenzoyl)amino]benzoate C27H25N3O4 详情 详情
(VI) 34925 4-[[4-(tert-butyl)benzoyl]amino]-3-[(3-cyanobenzoyl)amino]benzoic acid C26H23N3O4 详情 详情
(VII) 34926 benzyl 4-[[4-(tert-butyl)benzoyl]amino]-3-[(3-cyanobenzoyl)amino]benzoate C33H29N3O4 详情 详情
(VIII) 34927 benzyl 4-[[4-(tert-butyl)benzoyl]amino]-3-([3-[(hydroxyamino)(imino)methyl]benzoyl]amino)benzoate C33H32N4O5 详情 详情
Extended Information