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【结 构 式】 
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【分子编号】37022 【品名】ethyl aminocarbonylcarbamate 【CA登记号】626-36-8 |
【 分 子 式 】C4H8N2O3 【 分 子 量 】132.1192 【元素组成】C 36.36% H 6.1% N 21.2% O 36.33% |
合成路线1
该中间体在本合成路线中的序号：(I)The condensation of ethyl allophanate (I) with diphenylhydrazine (II) produced 1,2-diphenylurazole (III). Alkylation of (III) with N-(2-bromoethyl)phthalimide (IV) in the presence of potassium tert-butoxide afforded the 4-(2-phthalimidoethyl)urazole (V), and the subsequent hydrazinolysis of the phthalimide group of (V) yielded the amino derivative (VI). Then, coupling of (VI) with N-(benzyloxycarbonyl)arginine (VII) via activation with 1,1'-carbonyldiimidazole (CDI) furnished amide (VIII). Deprotection of the N-benzyloxycarbonyl group of (VIII) to give (IX) was effected by catalytic hydrogenation over Pd/C.
| 【1】 Gaida, W.; Schnorrenberg, G.; Dollinger, H.; Doods, H.N.; Esser, F.; Rudolf, K.; Mihm, G. (Boehringer Ingelheim Pharma KG); Novel substd. amino acid derivs., process for their preparation and pharmaceutical compsns. containing them. DE 19816929 . |
| 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) | 37022 | ethyl aminocarbonylcarbamate | 626-36-8 | C4H8N2O3 | 详情 | 详情 |
| (II) | 37023 | 1,2-diphenylhydrazine | 122-66-7 | C12H12N2 | 详情 | 详情 |
| (III) | 37024 | 1,2-diphenyl-1,2,4-triazolidine-3,5-dione | C14H11N3O2 | 详情 | 详情 | |
| (IV) | 37025 | 2-(2-bromoethyl)-1H-isoindole-1,3(2H)-dione | 574-98-1 | C10H8BrNO2 | 详情 | 详情 |
| (V) | 37026 | 2-[2-(3,5-dioxo-1,2-diphenyl-1,2,4-triazolidin-4-yl)ethyl]-1H-isoindole-1,3(2H)-dione | C24H18N4O4 | 详情 | 详情 | |
| (VI) | 37027 | 4-(2-aminoethyl)-1,2-diphenyl-1,2,4-triazolidine-3,5-dione | C16H16N4O2 | 详情 | 详情 | |
| (VII) | 37028 | (2S)-5-[[amino(imino)methyl]amino]-2-[[(benzyloxy)carbonyl]amino]pentanoic acid | C14H20N4O4 | 详情 | 详情 | |
| (VIII) | 37029 | benzyl (1S)-4-[[amino(imino)methyl]amino]-1-([[2-(3,5-dioxo-1,2-diphenyl-1,2,4-triazolidin-4-yl)ethyl]amino]carbonyl)butylcarbamate | C30H34N8O5 | 详情 | 详情 | |
| (IX) | 37030 | (2S)-2-amino-5-[[amino(imino)methyl]amino]-N-[2-(3,5-dioxo-1,2-diphenyl-1,2,4-triazolidin-4-yl)ethyl]pentanamide | C22H28N8O3 | 详情 | 详情 |