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【结 构 式】

【分子编号】52330

【品名】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

【CA登记号】

【 分 子 式 】C32H50N2O5Si

【 分 子 量 】570.84498

【元素组成】C 67.33% H 8.83% N 4.91% O 14.01% Si 4.92%

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:(XIII)

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