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t-butyl (6-acetamido-1-((1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)amino)-1-oxohexan-2-yl)carbamate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 18h;
A mixture of 5-fluorocytidine, N-a-(t- butoxycarbonyl) -Nu-epsilon-acetyl-L-lysine (Boc-Lys (Ac) -OH) , l-ethyl-3- (3- dimethylaminoproryl) carbodiimide hydorochloride (EDC-HC1) , 1- hydorxybenzotriazole (HOBt) , and Nu,Nu-diisopropylethylamine were stirred in DMF (dimethylformamide) for 18 h. Water was then added and the organic soluble part was extracted with methylene chloride. Then the compound was purified by silica gel column chromatography using 5-10 % MeOH in methylene chloride and dried to give Boc-Lys (Ac) -5- fluorocytidine.
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 18h;
t-butyl (6-acetamido-1-((1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)amino)-1-oxohexan-2-yl)carbamate (Boc-Lys(Ac)-5-fluorocytidine): A mixture of 30 5-fluorocytidine, 31 N-alpha-(t-butoxycarbonyl)-N-epsilon-acetyl-L-lysine (<strong>[6404-26-8]Boc-Lys(Ac)-OH</strong>), 32 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC.HCl), 33 1-hydroxybenzotriazole (HOBt), and 34 N,N-diisopropylethylamine were stirred in 19 DMF (dimethylformamide) for 18 h. Water was then added and the organic soluble part was extracted with methylene chloride. Then the compound was purified by silica gel column chromatography using 5-10% 21 MeOH in 35 methylene chloride and dried to give 28 Boc-Lys(Ac)-5-fluorocytidine