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【结 构 式】

【分子编号】64280

【品名】 

【CA登记号】

【 分 子 式 】C25H38N2O8

【 分 子 量 】494.5854

【元素组成】C 60.71% H 7.74% N 5.66% O 25.88%

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:(IV)

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