Electric Literature of 154748-63-7, These common heterocyclic compound, 154748-63-7, name is tert-Butyl (3-hydroxycyclobutyl)carbamate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a solution of tert-butyl (3 -hydroxycyclobutyl)carbamate (see PREPARATION 4B; 1.08 g, 3.8 mmol) in DMF (20 mL) at RT was added sodium hydride (60% wt in mineral oil) (0.18 g, 7.6 mmol). The mixture was stirred at RT for 10 min and then 3-Bromo-2-fluoro- pyridine (665 mg, 3.8 mmol) was added. The reaction mixture was stirred at RT for lh and then diluted with water (20 mL) and extracted with EtOAc (2 x 30 mL). The combined organic extracts were washed with water (10 mL) and brine (10 mL), dried over Na2S04, and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash columnchromatography on silica gel (5% to 30%> EtOAc in hexanes) to give tert-butyl ((lS,3S)-3-((3- bromopyridin-2-yl)oxy)cyclobutyl)carbamate (391 mg, 1.14 mmol, 30%> yield ) as white solid. ESI-MS (M+l): 343 calc. for Ci4Hi9BrN203 342.
Statistics shows that tert-Butyl (3-hydroxycyclobutyl)carbamate is playing an increasingly important role. we look forward to future research findings about 154748-63-7.
Reference:
Patent; AMGEN INC.; ALLEN, Jennifer; FROHN, Michael; HARRINGTON, Paul; PICKRELL, Alexander; RZASA, Robert; SHAM, Kelvin; HU, Essa; WO2011/143366; (2011); A1;,
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