With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.109384-19-2,tert-Butyl 4-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.
The compound 4-hydroxypiperidine-1-carboxylic acid tert-butyl ester (485 mg, 2.41 mmol) and DMAP (29.4 mg,0.241 mmol) was dissolved in DCM (15 mL), and Et3N (0.67 mL, 4.82 mmol) and MsCl (0.223 mL, 2.879 mmol) were slowly added to the reaction mixture at 0 C.After the reaction mixture was stirred at room temperature for 5 hours, an aqueous solution of NaHCO3 (25 mL, 1 M) was added.The mixture was extracted with DCM (50 mL×2). The combined organic phases were washed with brine (25 mL).Dry over anhydrous Na 2 SO 4 and concentrate under reduced pressure.The crude product obtained was used directly in the next step without further purification.The compound 4-iodo-1H-pyrazole (467.5 mg, 2.41 mmol) was dissolved in dry DMF (8 mL) then EtOAc.NaH (60%, 193 mg, 4.82 mmol) was added portionwise to the reaction mixture. Raise the reaction to room temperature,After stirring the reaction for 2 hours at room temperature, a solution of the above crude product in DMF (4 mL) was added to the mixture.After the reaction mixture was stirred at 100 C for 12 hours, the reaction was quenched by the addition of aqueous NH4Cl (20 mL).The mixture was extracted with EtOAc (40 mL×2). The combined organic phases were washed with brine (25 mL).Dry over anhydrous Na 2 SO 4 and concentrate under reduced pressure.The residue was chromatographed on silica gel (EtOAc/EtOAc)Purification to give the title compound as a yellow solid(620 mg, 68%)., 109384-19-2
109384-19-2 tert-Butyl 4-hydroxypiperidine-1-carboxylate 643502, apiperidines compound, is more and more widely used in various fields.
Reference：
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Xiaobo; Zhou Shiqing; (62 pag.)CN103833753; (2017); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem