7063-99-2, Ethyl 5-phenylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7063-99-2
10298] Acetophenone (3 g, 25 mmol) was taken up in 30 mE of dry toluene and NaR (780 mg, 32 mmol) was then added. The resulting reaction mixture was stirred at room temperature for 60 minutes. A solution of diethyl oxalate (5.5 g, 37.5 mmol) in dry toluene (25 mE) was then added drop wise and stirred at room temperature for 1 hout The reaction mixture was concentrated under reduced pressure and the resulting residue was diluted with ice watet The precipitated solids were collected by filtration and dried to afford 2.85 g of ethyl 2,4-dioxo-4-phenylbutanoate (52% yield) as a yellow solid. This material (2.85 g, 12.9 mmol) was taken up in EtOR (25 mE) along with NH2OH.HC1 (1.16 g, 16.8 mmol) and then stirred under reflux for 3 hours. The reaction mixture was concentrated under reduced presresulting sure. The resulting residue was diluted with water and extracted with EtOAc. The combined organic layers were washed with H20, dried (Na2SO4) and concentrated under reduced pressure. Purification by silica gel chromatography (pentanes/EtOAc) afforded ethyl 5-phenylisoxazole-3-car- boxylate (2.53 g, 90% yield) as a white solid. This material (2.53 g, 11.6 mmol) was taken up in THF/H20 (45 mE/S mE) along with EiOH.H20 (1.0 g, 23.3 mmol) and thereaction mixture was stirred at room temperature for 2 hours. The reaction mixture was then concentrated under reduced pressure. Sufficient 1 N HC1 was added to the resulting residue to bring the pH to about 5. The resulting solids were collected by filtration and dried under high vacuum to afford 1.5 g of 5-phenylisoxazole-3-carboxylic acid (69%) as a white solid. 5-Phenylisoxazole-3-carboxylic acid was then coupled with (4Z,7Z,10Z,13Z,16Z,19Z)- N-((R)-1 -amino-3-(((R)-3-amino-4-((1 ,3-dihydroxypro- pan-2-yl)amino)-2-methyl-4-oxobutan-2-yl)disulfanyl)-1 – oxopropan-2-yl)docosa-4,7, 10,13,16,1 9-hexaenamide using the same amide coupling procedure as detailed in example 4. The final product was purified by silica gel chromatography (CH2C12/MeOH). MS, calculated for C43H59N50752:821.39; found 822 [M+H].
7063-99-2 Ethyl 5-phenylisoxazole-3-carboxylate 571142, aIsoxazoles compound, is more and more widely used in various fields.
Reference£º
Patent; Catabasis Pharmaceuticals, Inc.; Vu, Chi B.; (90 pag.)US2017/342046; (2017); A1;,
Isoxazole – Wikipedia
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