5-Bromouridine synthesis
- Product Name:5-Bromouridine
- CAS Number:957-75-5
- Molecular formula:C9H11BrN2O6
- Molecular Weight:323.1
58-96-8
957-75-5
General method: 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (5, 0.103 g, 0.4 mmol) was dissolved in aqueous acetonitrile (H2O:CH3CN = 1:9, 5 mL) under stirring conditions. Subsequently, NaN3 (0.104 g, 1.6 mmol) was added and SMBI (0.101 g, 0.44 mmol) was added at room temperature. The reaction mixture was stirred continuously and the progress of the reaction was monitored by thin layer chromatography (TLC). After 1.5 h of reaction, the reaction mixture was filtered, concentrated under reduced pressure and co-evaporated with acetonitrile (2 × 2 mL) to remove residual water. The crude product was purified by column chromatography (eluent: 4%-6% methanol in dichloromethane, v/v) to afford the pure 5-bromouridine (6, 0.117 g, 93%) as a white solid.
118-00-3
655 suppliers
$5.00/10g
957-75-5
227 suppliers
$11.00/250mg
Yield:-
Steps:
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 25 h / 30 °C
2: potassium dihydrogenphosphate; E. coli purine nucleoside phosphorylase; E. coli uridine phosphorylase / aq. buffer / 20 h / 20 °C / pH 7.5 / Enzymatic reaction
References:
Alexeev, Cyril S.;Drenichev, Mikhail S.;Dorinova, Evgeniya O.;Esipov, Roman S.;Kulikova, Irina V.;Mikhailov, Sergey N. [Biochimica et Biophysica Acta - Proteins and Proteomics,2020,vol. 1868,# 1,art. no. 140292]
58-96-8
685 suppliers
$5.00/1g
957-75-5
227 suppliers
$11.00/250mg
4105-38-8
278 suppliers
$7.00/1g
957-75-5
227 suppliers
$11.00/250mg
13035-61-5
599 suppliers
$5.00/25g
957-75-5
227 suppliers
$11.00/250mg