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
To a stirred solution of (is)-3-(2,2-dimethyltetrahydro-2H-pyran-4-yl)acrylic acid (9 g, 48.9 mmol) in 350 mL of THF was added TEA (7.49 mL, 53.7 mmol). The resulting solution was stirred under 2 atmosphere and cooled to -10 ¡ãC (ice/salt water bath). Pivaloyl chloride (6.37 mL, 51.8 mmol) was added dropwise over 5 min and a thick precipitate formed. This suspension (A) was stirred at -10 ¡ãC for 15 min then cooled to -78 ¡ãC. In a separate flask, (R)-4-phenyloxazolidin-2-one (9.01 g, 55.2 mmol) was dissolved in THF (150 mL) and the solution was stirred and cooled to -78 ¡ãC under 2 atmosphere. n-BuLi (20.52 mL of a 2.5 M solution in hexane) was added dropwise over 5 min and a precipitate formed. This suspension (B) was stirred at -78 ¡ãC for 10 min. Suspension A (cooled at -78 ¡ãC) was added to suspension B via cannula over a period of 5 min. The resulting mixture was stirred at -78 ¡ãC for 10 min, then the cooling bath was removed and the mixture was stirred for 1.5 h while it gradually warmed to RT. The reaction mixture was poured into a 1000 mL Erlenmeyer flask and was diluted with EtOAc (400 mL). The resulting solution was extracted with water (2 x 300 mL), brine (300 mL), then dried over sodium sulfate, filtered, and concentrated in vacuo. The crude product was purified on a 220 g silica gel column eluting with a gradient of 0-60percent ethyl acetate in hexanes. The fractions containing product were combined and the solvents were removed under reduced pressure to afford to give the title compound, MS: m/z = 330 (M+H)+., 90319-52-1
As the paragraph descriping shows that 90319-52-1 is playing an increasingly important role.
Reference£º
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; WILLIAMS, Peter, D.; MCCAULEY, John, A.; BUNGARD, Christopher, J.; BENNETT, David Jonathan; WADDELL, Sherman, T.; MORRIELLO, Gregori, J.; CHANG, Lehua; DWYER, Michael, P.; HOLLOWAY, M. Katharine; CRESPO, Alejandro; CHU, Xin-Jie; WISCOUNT, Catherine; LOUGHRAN, H. Marie; MANIKOWSKI, Jesse, J.; SCHULZ, Jurgen; KEERTIKAR, Kartik, M.; HU, Bin; ZHONG, Bin; JI, Tao; WO2015/138220; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem