With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.92235-39-7,(S)-tert-Butyl (2-oxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.,92235-39-7
[00209] (.S)-Benzyl 2-(3-((teri-Butoxycarbonyl)amino)-2-oxopiperidin-l-yl)acetate (134). A solution of 0.36 g of 133 (1.68 mmol) in 5 mL of anhydrous THF was added to a suspension of 134 mg (3.36 mmol) of sodium hydride (60% dispersion in mineral oil) in 10 mL of anhydrous THF. The reaction was stirred at room temperature for 15 min, and 280 (403 mg, 1.76 mmol) of benzyl bromoacetate was added. After 5 h stirring at room temperature, 30 mL of EtOAc was added, followed by 20 mL of water. The organic phase was washed with 20 mL of brine, dried over Na2SC>4, filtered and concentrated under reduced pressure to afford an oily residue. The residue was purified by chromatography on a silica gel column (10 chi 2 cm). Elution with 3: 1 hexanes-EtOAc afforded 134 as colorless oil: yield 353 mg (58%); Silica gel TLC ? 0.52 (3: 1 hexanes- EtOAc); ‘H NMR (CDC13) delta 1.35 (s, 9H), 1.47-1.63 (m, 1H), 1.75-1.85 (m, 2H), 2.26- 2.38 (m, 1H), 3.17-3.34 (m, 2H), 4.01 (m AB system, 2H), 3.93-4.07 (m, 1H), 4.99-5.11 (m, 2H), 5.43 (br s, 1H) and 7.16-7.31 (m, 5H); 1 C NMR (CDC13) delta 20.8, 27.8, 28.3, 48.7, 48.9, 51.6, 66.8, 79.3, 128.2, 128.3, 128.5, 135.3, 155.8, 168.6 and 170.3.
The synthetic route of 92235-39-7 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; ARIZON BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY; HECHT, Sidney; DEDKOVAL, Larisa; MAINI, Rumit; ROY CHOWDHURY, Sandipan; PAUL, Rakesh; (104 pag.)WO2016/118877; (2016); A1;,
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