17016-83-0, (S)-4-Isopropyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
[0061] An oven-dried 500 milliliter (mL) Schlenk flask was cooled under nitrogen gas (N2)and then charged with (S)-4-isopropyloxazolidin-2-one (7.05 grams (g), 54.6 millimoles (mmol))and anhydrous THF (300 mL). After sealing with a rubber septum, the resulting colorless solutionwas cooled to -78 C in a dry ice/acetone bath and treated with a solution of n-BuLi (2.5 Molar (M)in hexanes , 24.0 mL, 60.0 mmol). The reaction mixture was stirred at -78 C for 30 minutes (mm)and treated with via syringe with 3-phenylpropanyl chloride (8.80 mL, 59.2 mmol). The resultingyellow solution was stirred for 2.5 hours (h) at -78 C, the cold bath was removed, a solution of saturated aqueous ammonium chloride (NH4C1, 100 mL) was added, and the resulting white suspension was allowed to stir at room temperature for 10 mm. The crude reaction mixture was extracted with ethyl acetate (EtOAc, 3 xl 00 mL), and the combined organic extracts were washed with saturated aqueous sodium chloride solution (NaC1, brine, 100 mL), dried over anhydrous sodium sulfate (Na2SO4), filtered, and concentrated by rotary evaporation. The crude concentrate was purified via column chromatography (silica gel (Si02), 1-30% acetone in hexanes) to give the title compound (11.4 g, 80%) as a white solid: mp 59 – 62 C; ?H NMR (400 MHz, CDC13) oe 7.33 -7.16 (m, 5H), 4.44-4.39 (m, 1H), 4.24 (dd,J= 9.1, 8.1 Hz, 1H), 4.19 (dd, J= 9.1, 3.2 Hz, 1H),3.32 (ddd, J= 16.9, 8.6, 6.7 Hz, 1H), 3.22 (ddd, J= 16.9, 8.0, 7.2 Hz, 1H), 3.06 – 2.92 (m, 2H),2.35 (pd, J= 7.0, 3.9 Hz, 1H), 0.90 (d, J= 7.0 Hz, 2H), 0.84 (d, J= 7.0 Hz, 2H); ?3C NMR (101MHz, CDC13) oe 172.40, 154.06, 140.49, 128.56, 128.46, 126.24, 63.40, 58.45, 37.07, 30.45, 28.39,17.97, 14.64; ESIMS m/z 262 ([M+H]j.
As the paragraph descriping shows that 17016-83-0 is playing an increasingly important role.
Reference£º
Patent; DOW AGROSCIENCES LLC; BOEBEL, Timothy A.; LU, Yu; MEYER, Kevin G.; YAO, Chenglin; DAEUBLE, John F.; BRAVO-ALTAMIRANO, Karla; NUGENT, Benjamin M.; (237 pag.)WO2016/7529; (2016); A1;,
Oxazolidine – Wikipedia
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