With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.
17016-83-0, [00141] To a stirred solution of 5,5,5-trifluoropentanoic acid (5.04 g, 32.3 mmol) inDCM (50 mL) and DMF (3 drops) was added oxalyl chloride (3.4 mL, 38.8 mmol)dropwise over 5 min. The solution was stirred until all bubbling subsided. The reactionmixture was concentrated under reduced pressure to give a pale yellow oil. To a separateflask, charged with a solution of ( 48)-4-(propan-2-yl)-1 ,3-oxazolidin-2-one ( 4.18 g, 32.420 mmol) in THF (100 mL) at -78 oc was added n-BuLi (13.0 mL, 32.5 mmol, 2.5M inhexane) dropwise via syringe over 5 min. After stirring for 1 0 min, the above acidchloride, dissolved in THF (20 mL ), was added via cannula over 15 min. The reactionmixture was warmed to 0 oc and was allowed to warm to room temperature as the bathwarmed and stirred overnight. To the reaction mixture was then added saturated NH4Cl,25 and it was then extracted with EtOAc (2x). The combined organics were washed withbrine, dried (Na2S04), filtered and concentrated under reduced pressure. The crudematerial was purified by silica gel chromatography (hexanes/EtOAc) to provideIntermediate S-1G (7.39 g, 86%) as a colorless oil: 1H NMR (400 MHz, CDCh) 8 4.44 (1H, dt, J=8.31, 3.53 Hz), 4.30 (1 H, t, J=8.69 Hz), 4.23 (1 H, dd, J=9.06, 3.02 Hz), 2.98-3.08 (2 H, m), 2.32-2.44 (1 H, m, J=13.91, 7.02, 7.02, 4.03 Hz), 2.13-2.25 (2 H, m), 1.88-2.00 (2 H, m), 0.93 (3 H, d, J=7.05 Hz), 0.88 (3 H, d, J=6.80 Hz).
The synthetic route of 17016-83-0 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHAO, Yufen; GAVAI, Ashvinikumar V.; GILL, Patrice; KIM, Soong-Hoon; FINK, Brian E.; CHEN, Libing; SAULNIER, Mark G.; HAN, Wen-Ching; WO2014/47397; (2014); A1;,
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