With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.908245-03-4,Methyl 6-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.
908245-03-4, To a dichloromethane solution (40 mL) of methyl 6-methylpiperidine-3-carboxylate (3.90 g) obtained in Step 1, triethylamine (2.64 g) was added, then, a dichloromethane solution (5 mL) of Boc2O (5.68 g) was added while stirring at room temperature. After stirred for 70 hours at room temperature, the reaction mixture was washed with 1 mol/L hydrochloric acid (100 mL). The organic layer was dried with anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, the residue was purified with silica gel column chromatography (hexane/ethyl acetate=100/0 to 13/87) to give 1-tert-butyl 3-methyl-cis-6-methylpiperidine-1,3-dicarboxylate (2.66 g, low polarity) and 1-tert-butyl 3-methyl-trans-6-methylpiperidine-1,3-dicarboxylate (1.39 g, high polarity) respectively as an oil. cis-isomer, 1H NMR (300 MHz, CDCl3) delta 1.13 (d, 3H), 1.46 (s, 9H), 1.50-1.95 (m, 4H), 2.30-2.45 (m, 1H), 2.80-3.00 (m, 1H), 3.69 (s, 3H), 4.15 (br, 1H), 4.40 (br, 1H); trans-isomer, 1H NMR (300 MHz, CDCl3) delta 1.14 (d, 3H), 1.30-1.40 (m, 1H), 1.46 (s, 9H), 1.72-1.96 (m, 2H), 1.96-2.06 (br, 1H), 2.58 (br, 1H), 3.04-3.10 (m, 1H), 3.68 (s, 3H), 4.30-4.45 (m, 2H)
908245-03-4 Methyl 6-methylpiperidine-3-carboxylate 42628698, apiperidines compound, is more and more widely used in various fields.
Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; SUMITOMO DAINIPPON PHARMA CO., LTD.; FUSANO, Akira; KOBAYASHI, Tomonori; SAITO, Yasuhiro; KANAI, Toshio; (55 pag.)US2016/221948; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem