Analyzing the synthesis route of 142374-19-4

142374-19-4 tert-Butyl 4-(2-oxoethyl)piperidine-1-carboxylate 10353694, apiperidines compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.142374-19-4,tert-Butyl 4-(2-oxoethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of methyl 2- (bis (2, 2, 2-trifluoroethoxy) phosphoryl) acetate (1.9 g, 6 mmol) and 18-crown-6 (3.96 g, 15 mmol) in dry THF (70 mL) at -78 was dropwise added KHMDS (15 mL, 7.5 mmol, 0.5 M in toluene) . After stirring at -78 for 0.5h, tert-butyl 4- (2-oxoethyl) piperidine-1-carboxylate (1.14 g, 5 mmol) in dry THF (5 mL) was added to the mixture at -78 and the resulting mixture stirred at rt for 0.5h. The reaction was quenched with saturated aqueous NH4Cl (100 mL) and extracted with DCM (100 mL¡Á3) . The combined organic layers was washed with brine (50 mL) , dried over anhydrous Na2SO4 and concentrated. The residue was purified by chromatography (silica gel: 300-400 mesh, PE/EtOAc 40/1 to 20/1) to afford (Z) -tert-butyl 4- (4-methoxy-4-oxobut-2-enyl) piperidine-1-carboxylate (1.1 g, 78) . LRMS m/z (M-100) 184.1 found, 184.1 required

142374-19-4 tert-Butyl 4-(2-oxoethyl)piperidine-1-carboxylate 10353694, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; RUDD, Michael T.; MENG, Zhaoyang; WAI, Jenny; BENNETT, David Jonathan; BRNARDIC, Edward J.; LIVERTON, Nigel J.; STACHEL, Shawn J.; HAN, Yongxin; TEMPEST, Paul; ZHU, Jiuxiang; XU, Xuewang; (182 pag.)WO2018/68297; (2018); A1;,
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