Downstream synthetic route of 14441-90-8

14441-90-8, As the paragraph descriping shows that 14441-90-8 is playing an increasingly important role.

14441-90-8, 5-Phenylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

to a solution of 3-(3-[l-[(tert-butyldimethylsilyl)oxy]ethyl]-l,2,4-oxadiazol-5- yl)cyclobutan-l -amine (1.5 g, 5.04 mmol, 1.00 eq.) in dichloromethane (100 mL)was added 5- phenyl-l,2-oxazole-3-carboxylic acid (1.13 g, 5.97 mmol, 1.20 eq.), HATU (2.28 g, 6.00 mmol, 1.20 eq.) and DIEA (1.93 g, 14.93 mmol, 3.00 eq.). The resulting solution was stirred for 1 hour at room temperature. The reaction was then quenched by the addition of water and extracted with ethyl acetate (3×50 mL) and the combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (l :50)to give 300 mg (13%) of 5-phenyl- N-[cw-3-(3-[l-[(tert-butyldimethylsilyl)oxy]ethyl]-l,2,4-oxadiazol-5-yl)cyclobutyl]-l,2- oxazole-3-carboxamide as a white solid. The solvent was changed to a mixture of with ethyl acetate/petroleum ether (1 :20) to give 1.4 g (59%) of 5-phenyl-N-[fra ,-3-(3-[l-[(tert- butyldimethylsilyl)oxy]ethyl]-l,2,4-oxadiazol-5-yl)cyclobutyl]-l,2-oxazole-3-carboxamide as a white solid. LC-MS: (M+H)+ = 469.

14441-90-8, As the paragraph descriping shows that 14441-90-8 is playing an increasingly important role.

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (178 pag.)WO2016/115090; (2016); A1;,
Isoxazole – Wikipedia
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