Tedizolid phosphate intermediate (5R)-3-(3-FLUORO-4-IODOPHENYL)-5-HYDROXYMETHYLOXAZOLIDIN-2-ONE CAS 487041-08-7, his preparation process is as below:
1. In a 250 ml reaction bottle, dissolve 3-fluoroaniline (11.1 g, 0.1 mol) and (R) -glycidyl butyrate (15.8 g, 0.11 mol) in 100 ml of absolute ethanol, and heat to reflux for 12 hours. After the reaction was completed, the temperature was lowered to room temperature, and extracted three times with water / ethyl acetate (V / V = 1: 1). The organic layers were combined, dried over anhydrous sodium sulfate, and concentrated to obtain 21.6 g of (R) -2-hydroxy- [3 -(3-fluorophenylamino)]-propyl-butyrate.
2. In a 250 ml reaction flask, add 21.6 g of (R) -2-hydroxy- [3- (3-fluorophenylamino)]-propyl-butyrate obtained in the previous step, 130 ml of DMF, N, N ' -17.8 g of carbonyldiimidazole (CDI) and 15.9 g of sodium carbonate, temperature controlled at 75 ° C, reaction for 6 hours, reaction completed, cooled to room temperature, extracted 3 times with dichloromethane / water, washed with dichloromethane one time, Then, the organic layers were combined, dried over anhydrous sodium sulfate, and concentrated to obtain 17.3 g of (R) -3- (3-fluorophenyl) -2-oxo-5-azolealkylmethanol.
3. In a 200ml reaction flask, add 10.5g of (R) -3- (3-fluorophenyl) -2-oxo-5-azolealkylmethanol obtained in the previous step and 75ml of dichloromethane and 10ml of trifluoromethanesulfonate. Acid, stir to dissolve at room temperature. Slowly add 28.1 g of N-iodosuccinimide (NIS) at 0 ° C. After the addition is complete, control the temperature at 0 ° C for 2 hours. Extract with dichloromethane / water. It was washed once with dichloromethane, and the organic layers were combined, dried over anhydrous sodium sulfate, and concentrated to obtain 15.5 g of Tedizolid phosphate (5R)-3-(3-FLUORO-4-IODOPHENYL)-5-HYDROXYMETHYLOXAZOLIDIN-2-ONE CAS 487041-08-7.
Thera. Category: Anti-bacterial
Cas No.: 487041-08-7
Synonym:(5R)-3-(3-FLUORO-4-IODOPHENYL)-5-HYDROXYMETHYLOXAZOLIDIN-2-ONE;2-Oxazolidinone, 3-(3-fluoro-4-iodophenyl)-5-(hydroxyMethyl)-, (5R)-;
Molecular Formula:C10H9FINO3
Molecular Weight: 337.09
Purity: ≥98.%
Packing: Export worthy packing
Material Safety Data Sheet: Available on request
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(5R)-3-(3-FLUORO-4-IODOPHENYL)-5-HYDROXYMETHYLOXAZOLIDIN-2-ONE CAS 487041-08-7.
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