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【结 构 式】 
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【分子编号】64279 【品名】tert-butyl (1S)-2-amino-1-(4-{[tert-butyl(dimethyl)silyl]oxy}benzyl)-2-oxoethylcarbamate 【CA登记号】 |
【 分 子 式 】C20H34N2O4Si 【 分 子 量 】394.58654 【元素组成】C 60.88% H 8.69% N 7.1% O 16.22% Si 7.12% |
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：(III)N-Boc-L-Tyrosine (I) methyl ester is treated with methanolic ammonia to provide amide (II). Protection of the phenolic hydroxyl of (II) with t-butyldimethylsilyl chloride leads to the silyl ether (III), which is further reacted with di-t-butyl dicarbonate in the presence of DMAP to furnish the tri-Boc derivative (IV). Subsequent desilylation of (IV) by means of tetrabutylammonium fluoride affords the tri-Boc-tyrosinamide (V).
| 【1】 Peyrottes, S.; Coussot, G.; Lefebvre, I.; Imbach, J.-L.; Gosselin, G.; Aubertin, A.-M.; Perigaud, C.; S-acyl-2-thioethyl aryl phosphotriester derivatives of AZT: Synthesis, antiviral activity, and stability study. J Med Chem 2003, 46, 5, 782. |
| 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) | 19875 | methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propanoate | 4326-36-7 | C15H21NO5 | 详情 | 详情 |
| (II) | 64278 | tert-butyl (1S)-2-amino-1-(4-hydroxybenzyl)-2-oxoethylcarbamate | C14H20N2O4 | 详情 | 详情 | |
| (III) | 64279 | tert-butyl (1S)-2-amino-1-(4-{[tert-butyl(dimethyl)silyl]oxy}benzyl)-2-oxoethylcarbamate | C20H34N2O4Si | 详情 | 详情 | |
| (IV) | 64280 | C25H38N2O8 | 详情 | 详情 | ||
| (V) | 64281 | (7S)-5-(tert-butoxycarbonyl)-7-(4-{[tert-butyl(dimethyl)silyl]oxy}benzyl)-2,2,11,11-tetramethyl-4,6,9-trioxo-3,10-dioxa-5,8-diazadodecane | C30H50N2O8Si | 详情 | 详情 |
Extended Information