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.
To a solution of (5)-4-isopropyl-2-oxazolidonone (1.56 g, 12.1 mmol, 1 equiv) in THF (40 ml) at -78 0C was added M-butyllithium (4.84 ml of a 2.5 M solution in hexanes, 12.1 mmol, 1 equiv). After 15 min acid chloride 8 (2.14 g, 13.3 mmol, 1.1 equiv) was added and the mixture was stirred for 30 min at -78 0C and for 15 min at 0 0C. Saturated aqueous ammonium chloride (10 ml) was added and the resulting slurry was concentrated in vacuo. The residue was diluted with ether and washed successively with saturated aqueous sodium bicarbonate and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. Purification by flash chromatography (10% EtOAc/hexanes) gave imide 9 ( 2.94 g, 96%) as a colorless oil: [alpha]22D = +66.7 (c= 0.6, CHCl3); TLC R/= 0.40 (silica gel, 25% EtOAc/hexanes); 1H NMR (600 MHz, CDCl3) delta 4.68 (s, IH), 4.66 (s, IH), 4.43-4.40 (m, IH), 4.25 (t, J= 9.0 Hz, IH), 4.19 (dd, J= 3.0 Hz, 9.0 Hz, IH), 3.01- 2.83 (m, 2H), 2.38-2.32 (m, IH), 2.02 (t, J= 7.8 Hz, 2H), 1.69 (s, 3H), 1.67-1.61 (m, 2H), 1.51-1.46 (m, 2H), 0.90 (d, J= 7.2 Hz, 3H), 0.85 (d, J= 7.2 Hz, 3H); 13C NMR (IOO MHz,
As the paragraph descriping shows that 17016-83-0 is playing an increasingly important role.
Reference£º
Patent; UNIVERSITY OF TOLEDO; WO2008/118327; (2008); A1;,
Oxazolidine – Wikipedia
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