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【结 构 式】 
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【分子编号】65025 【品名】[4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-3-(methyloxy)phenyl]methanamine; [4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-3-(methyloxy)phenyl]methylamine 【CA登记号】 |
【 分 子 式 】C14H25NO2Si 【 分 子 量 】267.44354 【元素组成】C 62.87% H 9.42% N 5.24% O 11.96% Si 10.5% |
合成路线1
该中间体在本合成路线中的序号：(III)Dehydration of mevinolin (I) by means of acetic anhydride in the presence of DMAP gives rise to the conjugated lactone (II). Subsequent reaction of (II) with 4-(tert-butyldimethylsilyloxy)-3-methoxybenzylamine (III) in MeOH leads to the amino hydroxy ester (IV). This is then treated with carbonyldiimidazole in DMF to produce the cyclic carbamate (V). Finally, ester group aminolysis with simultaneous desilylation with ethanolamine in boiling MeOH furnishes the title compound.
| 【1】 Hommel, U.; Bauer, W.; Meingassner, J.G.; Weitz-Schmidt, G.; Ehrhardt, C.; Kallen, J.; Banteli, R.; Cottens, S.; Nuninger, F. (Novartis AG; Novartis-Erfindungen VmbH); Mevinolin derivs.. EP 1154988; WO 0048989 . |
| 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) | 64415 | (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-1-naphthalenyl (2S)-2-methylbutanoate | C24H36O5 | 详情 | 详情 | |
| (II) | 65024 | 3,7-dimethyl-8-[2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-1,2,3,7,8,8a-hexahydro-1-naphthalenyl 2-methylbutanoate | C24H34O4 | 详情 | 详情 | |
| (III) | 65025 | [4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-3-(methyloxy)phenyl]methanamine; [4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-3-(methyloxy)phenyl]methylamine | C14H25NO2Si | 详情 | 详情 | |
| (IV) | 65026 | methyl 3-({[4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-3-(methyloxy)phenyl]methyl}amino)-7-{2,6-dimethyl-8-[(2-methylbutanoyl)oxy]-1,2,6,7,8,8a-hexahydro-1-naphthalenyl}-5-hydroxyheptanoate | C39H63NO7Si | 详情 | 详情 | |
| (V) | 65027 | 8-(2-{3-{[4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-3-(methyloxy)phenyl]methyl}-4-[2-(methyloxy)-2-oxoethyl]-2-oxo-1,3-oxazinan-6-yl}ethyl)-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-1-naphthalenyl 2-methylbutanoate | C40H61NO8Si | 详情 | 详情 |