id author title date pages extension mime words sentences flesch summary cache txt cord-261193-960th627 Ohnishi, Kouji Evaluation of a non-prime site substituent and warheads combined with a decahydroisoquinolin scaffold as a SARS 3CL protease inhibitor 2019-01-15 .txt text/plain 6061 348 70 A non-prime site substituent and warheads combined with a decahydroisoquinolin scaffold was evaluated as a novel inhibitor for severe acute respiratory syndrome (SARS) chymotrypsin-like protease (3CL(pro)). The synthesized decahydroisoquinolin inhibitors showed about 2.4 times potent inhibitory activities for SARS 3CL(pro) when combined with a non-prime site substituent. The residue was purified by silica gel column chromatography (hexane/EtOAc = 5:1) to give a title alcohol ( TPAP (tetra-n-propyl ammonium perrutenate, 316 mg, 0.9 mmol) was added to a solution of above alcohol (10.5 g, 47.5 mmol) and NMO (N-methylmorphline-N-oxide, 21.1 g, 180 mmol) in CH 2 Cl 2 (180 mL) at 0°C. After being stirred for 30 min, the reaction mixture was filtered through a silica gel layer and the filtrate was concentrated. The filtrate was concentrated and resulting residue was purified by silica gel column chromatography (hexane/ EtOAc = 10:1) to afford 15 (640 mg, 50%). ./cache/cord-261193-960th627.txt ./txt/cord-261193-960th627.txt