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Chemical Structure| 2341-22-2 Chemical Structure| 2341-22-2
Chemical Structure| 2341-22-2

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CAS No.: 2341-22-2

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5-Fluorocytidine could replace cytidine and be incorporated into cellular RNAs or tRNAs.The bacterial enzyme cytosine deaminase has been used as a negative selection marker system. Cells that express cytosine deaminase convert 5-fluorocytosine to the toxic compound 5-fluorouracil, and transformed seedlings can thus be identified using medium containing 5-fluorocytosine.

Synonyms: 5-Fluorocytidine

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Product Details of 5-Fluorocytidine

CAS No. :2341-22-2
Formula : C9H12FN3O5
M.W : 261.21
SMILES Code : O=C1N=C(N)C(F)=CN1[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
Synonyms :
5-Fluorocytidine
MDL No. :MFCD00210953
InChI Key :STRZQWQNZQMHQR-UAKXSSHOSA-N
Pubchem ID :16861

Safety of 5-Fluorocytidine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 5-Fluorocytidine

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2341-22-2 ]

[ 2341-22-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 6404-26-8 ]
  • [ 2341-22-2 ]
  • 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 ]
YieldReaction ConditionsOperation 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
 

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