Electric Literature of 631-58-3, These common heterocyclic compound, 631-58-3, name is Propanethioamide, 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.
A mixture of propanethioamide (69 mg, 0.78 mmol) and (S)-tert-butyl 4-bromo-1-(4-nitrophenyl)-3-oxobutan-2-ylcarbamate, 7, (0.300 g, 0.77 mmol) in CH3CN (4 mL) is refluxed for 2 hours. The reaction mixture is cooledto room temperature and diethyl ether is added to precipitate the intermediate 2-(nitrophenyl)-(S)-1-(4-ethylthiazol-2-yl)ethylamine which is isolated by filtration as the hydrobromide salt. The hydrobromide salt is dissolved in DMF (8 mL)together with diisoproylethylamine (0.38 mL, 2.13 mmol), 1-hydroxybenzotriazole (107 mg, 0.71 mmol) and (S)-(2-methoxycarbonyl-amino)-3-phenylpropionic acid (175 mg, 0.78 mmol). The mixture is stirred at 0 C for 30 minutes thenat room temperature overnight. The reaction mixture is diluted with water and extracted with EtOAc. The combinedorganic phase is washed with 1 N aqueous HCl, 5 % aqueous NaHCO3, water and brine, and dried over Na2SO4. Thesolvent is removed in vacuo to afford 0.300g (81% yield) of the desired product which is used without further purification.LC/MS ESI+MS 483 (M+1).
Statistics shows that Propanethioamide is playing an increasingly important role. we look forward to future research findings about 631-58-3.
Reference:
Patent; Aerpio Therapeutics, Inc.; PETERS, Kevin, G.; SHALWITZ, Robert; (176 pag.)EP2624916; (2018); B1;,
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