|
【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