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【结 构 式】 
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【分子编号】52328 【品名】2-pyridinol 【CA登记号】 |
【 分 子 式 】C5H5NO 【 分 子 量 】95.10084 【元素组成】C 63.15% H 5.3% N 14.73% O 16.82% |
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：(XI)Alkylation of 2-hydroxypyridine (XI) with bromide (X) produced a mixture of the N-alkylated pyridone (XII) and the pyridyl ether (XIII), which were separated by column chromatography. The required minor regioisomer (XIII) was desilylated with tetrabutylammonium fluoride, and the resultant alcohol (XIV) was oxidized under Swern conditions to the ketone (XV). Acidic hydrolysis of the cyclic aminal function of (XV) furnished amino alcohol (XVI). This was then coupled with the pyrimidinylacetic acid (XVII) to yield amide (XVIII). The free hydroxyl group of (XVIII) was subsequently esterified with acetic anhydride giving ester (XIX).
| 【1】 Doggrell, S.A.; Castaner, J.; NK-3201. Drugs Fut 2003, 28, 4, 323. |
| 【2】 Suzuki, Y.; Ishida, K. (Nippon Kayaku Co., Ltd.); Novel acetamide derivs. and protease inhibitors. EP 0936216; US 6271238; WO 9809949 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (X) | 52326 | 1,1-dimethylethyl 5-(4-bromo-1-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}butyl)-2,2-dimethyl-4-(phenylmethyl)-1,3-oxazolidine-3-carboxylate | C27H46BrNO4Si | 详情 | 详情 | |
| (XI) | 52328 | 2-pyridinol | C5H5NO | 详情 | 详情 | |
| (XII) | 52329 | 1,1-dimethylethyl 5-{1-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-[2-oxo-1(2H)-pyridinyl]butyl}-2,2-dimethyl-4-(phenylmethyl)-1,3-oxazolidine-3-carboxylate | C32H50N2O5Si | 详情 | 详情 | |
| (XIII) | 52330 | 1,1-dimethylethyl 5-[1-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-(2-pyridinyloxy)butyl]-2,2-dimethyl-4-(phenylmethyl)-1,3-oxazolidine-3-carboxylate | C32H50N2O5Si | 详情 | 详情 | |
| (XIV) | 52331 | 1,1-dimethylethyl 5-[1-hydroxy-4-(2-pyridinyloxy)butyl]-2,2-dimethyl-4-(phenylmethyl)-1,3-oxazolidine-3-carboxylate | C26H36N2O5 | 详情 | 详情 | |
| (XV) | 52332 | 1,1-dimethylethyl 2,2-dimethyl-4-(phenylmethyl)-5-[4-(2-pyridinyloxy)butanoyl]-1,3-oxazolidine-3-carboxylate | C26H34N2O5 | 详情 | 详情 | |
| (XVI) | 52333 | 2-amino-3-hydroxy-1-phenyl-7-(2-pyridinyloxy)-4-heptanone | C18H22N2O3 | 详情 | 详情 | |
| (XVII) | 52334 | 2-[5-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-6-oxo-2-phenyl-1(6H)-pyrimidinyl]acetic acid | C17H19N3O5 | 详情 | 详情 | |
| (XVIII) | 52335 | 1,1-dimethylethyl 1-(2-{[2-hydroxy-3-oxo-1-(phenylmethyl)-6-(2-pyridinyloxy)hexyl]amino}-2-oxoethyl)-6-oxo-2-phenyl-1,6-dihydro-5-pyrimidinylcarbamate | C35H39N5O7 | 详情 | 详情 | |
| (XIX) | 52336 | 1-[1-({2-[5-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-6-oxo-2-phenyl-1(6H)-pyrimidinyl]acetyl}amino)-2-phenylethyl]-2-oxo-5-(2-pyridinyloxy)pentyl acetate | C37H41N5O8 | 详情 | 详情 |
Extended Information