With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.73874-95-0,tert-Butyl piperidin-4-ylcarbamate,as a common compound, the synthetic route is as follows.
To a solution of 4-Boc-aminopiperidine 1 (12.0 g, 12.0 mmol) in CH2Cl2 (48 mL) was added Et3N (5.0 mL, 36.0 mmol) followed by acetic anhydride (1.4 mL, 14.4 mmol, 1.2 eq.) at 0-5 C. The reaction mixture was allowed to warm to rt and was stirred for 18 h before being diluted with CH2Cl2 (120 mL). The resulting mixture was washed with water (50 mL), sat. NaHCO3 (50 mL), water (50 mL), brine (50 mL), dried over Na2SO4, filtered, and concentrated under vacuum to afford crude 4-BOC-amino-1-acetylpiperidine. This crude product was dissolved in MeOH (36 mL) and was added to 4.0 M HCl solution in dioxane (15.0 mL, 60.0 mmol) at rt. The resulting clear solution was stirred for 18 h at rt and then the solvent was evaporated under vacuum. The residue was dissolved in water (50 mL) and washed with EtOAc (2¡Á50 mL). The water layer was basified (pH<10) with 10% aqueous NaOH solution and water was evaporated under vacuum. The residue (salt and compound) was triturated with CHCl3/IPA (3:1) and decanted. The CHCl3/IPA supernatant, after drying over Na2SO4, was filtered and concentrated under vacuum. The residue was dried at high vacuum for 18 h to give 4-amino-1-acetylpiperidine 2 (937 mg, 55%) as a light yellow oil.
The synthetic route of 73874-95-0 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Arete Therapeutics, Inc.; US2008/227780; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem