With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.951127-25-6,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.
To a solution of 5-bromoisoindoline hydrochloride (3.00 g, 12.5 mmol) and tert- butyl N-[(2R,3S)-2-(2,5-difluorophenyl)-5-oxo-tetrahydropyran-3-yl]carbamate (4.14 g, 12.7 mmol) in DMAc (120 mL) is added triethylamine (3.5 mL, 25.1 mmol). The resulting mixture is stirred at 10 C for 15 minutes. Then HO Ac (2.26 g, 37.6 mmol) is added and the mixture is stirred for 1 hour. Sodium triacetoxyborohydride (10.6 g, 50.1 mmol) is added to the solution at 0 C. The resulting mixture is stirred at 10 C for 16 hours. The pH of the reaction mixture is adjusted to 5-6 with 1 M HCl aqueous solution. The resulting solution is diluted with water (800 mL) and extracted with EtOAc (3 x300 mL). The combined organic extracts are washed with brine (3 x500 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product is purified by silica gel flash chromatography eluting with DCM : MeOH (50: 1) to give the title compound (5.50 g, 84.4%) as a brown solid. ES/MS (m/z) (79Br/81Br) 511.4/513.4 [M +H].
951127-25-6 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate 44193925, aTetrahydropyrans compound, is more and more widely used in various.
Reference£º
Patent; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD; HO, Koc Kan; QUAN, Weiguo; ZHOU, Jingye; (51 pag.)WO2018/102256; (2018); A1;,
Tetrahydropyran – Wikipedia
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