Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 59247-47-1, name is tert-Butyl 4-bromobenzoate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl 4-bromobenzoate
To a 100 mL round-bottom flask purged with and maintained under an inertatmosphere of nitrogen was added a solution of (1 S,4R,5R)-5-[[3-(2-chloro-6-t1uorophenyl)-5-cyclopropyl-L2-oxazol-4-yl]methoxy]-2-azabicyclo[2.2.1 ]heptan-3-one 306h (220 mg,0.58 mmol, 1.00 equiv.) in 1,4-dioxane (8 mL), tert-butyl4-bromobenzoate (180 mg, 0.7030 nm10l, 1.20 equiv.), Xantphos (51 mg, 0.09 mmol, 0.15 equiv), Pd2(dba)1 (27 mg, 0.03 mmol,0.05 equiv.), and Cs2C01 (286 mg, 0.88 mmol, 1.50 equiv.). The resulting mixture washeated at l05°C overnight After cooling to room temperature, the mixture was diluted with 50 mL ofvvater, and extracted with 200 mL of ethyl acetate. The organic extract was washedwith brine (lOO mL), dried over anhydrous sodiurn sulfate and concentrated lmder vacuum.The residue vas purified by silica gel column chromatography eluting with ethylacetate/petroleum ether (1 :4) to afford tert-buty 14-[(1 S,4R,5R)-5-[ [3-(2-chloro-6-5 t1uorophenyl)-5-cyclopropyl-l ,2-oxazol-4-yl]meihoxy ]-3-oxo-2-azabicyclo[2. 2.1 ]heptan-2-yl]benzoate 306c (250 mg, 77percent) as a yellow oil
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
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