With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85275-45-2,tert-Butyl 3-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.
85275-45-2, A mixture of compound 74-1 (0.75 g, 3.73 mmol, 1.00 eq), 4- methylbenzenesulfonyl chloride (0.74 g, 3.91 mmol, 1.05 eq) and TEA (0.75 g, 7.45 mmol, 1.03 mL, 2.0 eq) in DCM (20 mL) was stirred at 0C for 5 min under N2. Then DMAP (45.5 mg, 0.37 mmol, 0.1 eq) was added, and the mixture was stirred at 0C. The mixture was stirred at 15 C for 16 h. Reaction was monitored by LCMS and TLC. 373 mg of 4-methylbenzenesulfonyl chloride and TEA (0.5 mL) were added, and then the mixture was stirred at 15 C for 2 h. The mixture was stirred at 25 C for 20 h.. The reaction mixture was quenched by water (10 mL) and brine (20 mL), and then extracted with DCM (10 mL *3). The combined organic layer was dried over anhydrous Na2SC>4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography to give the compound 74-2 (841 mg, 2.37 mmol, 63.5% yield) as a colorless oil, which solidified upon standing. 1HNMR (400 MHz, CDCI3) delta 1.39 – 1.51 (m, 10 H), 1.65 – 1.99 (m, 3 H), 2.45 (s, 3 H), 3.28 (s, 1 H), 3.33 – 3.48 (m, 2 H), 3.56 (d, J= 12.05 Hz, 1 H), 4.46 (s, 1 H), 7.35 (d, J= 8.28 Hz, 2 H), 7.81 (d, J= 8.28 Hz, 2 H).
85275-45-2 tert-Butyl 3-hydroxypiperidine-1-carboxylate 545699, apiperidines compound, is more and more widely used in various fields.
Reference£º
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (294 pag.)WO2019/40380; (2019); A1;,
Piperidine – Wikipedia
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