90319-52-1, (R)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Step B: Preparation of (R.E)-4-phenyl-3-(3-(3A,5-trifluorophenyl)acryloyl)oxazolidin-2-one: A solution of (R)-4-phenyloxazolidin-2-one (3.92 g, 24.0 mmol) in THF (60 mL) was cooled to -78 C and lithium bis(trimethylsilyl)amide (25.2 mL, 25.2 mmol, 1.0 M in THF) was added dropwise over 10 minutes. The mixture was stirred at -78 C for 45 minutes and a solution of (E)-3-(3,4,5-trifluorophenyl)acryloyl chloride (5.56 g, 25.2 mmol) in THF (15 mL) was added. The mixture was stirred for 17 hours during which time the mixture reached ambient temperature and was poured into cold water (300 mE). The aqueous mixture was extracted with 50% EtOAc/hexanes (3 x) and the combined organic phases were washed with brine, dried over MgSO4lactivated carbon and filtered through a packed Si02 plug capped with a MgSO4 layer (50% EtOAc/hexanes for elution). The filtrate was concentrated in vacuo to afford (R, E)-4-phenyl-3 -(3-(3 ,4,5- trifluorophenyl)acryloyl)oxazolidin-2-one (8.40 g, 100%) as an ivory white solid. ?H NMR (CDC13) 7.84 (d, J 15.7 Hz, 1H), 7.57 (d, J 15.7 Hz, 1H), 7.42-7.33 (m, 5H), 7.21-7.18 (m, 2H), 5.54 (dd, J= 8.7, 3.9 Hz, 1H), 4.75 (t, J 8.8 Hz, 1H), 4.34 (dd, J 8.9, 3.9 Hz, 1H) ppm., 90319-52-1
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Reference£º
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BRANDHUBER, Barbara, J.; KERCHER, Timothy; KOLAKOWSKI, Gabrielle, R.; WINSKI, Sharon, L.; WO2014/78323; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem