Downstream synthetic route of 875444-08-9

As the paragraph descriping shows that 875444-08-9 is playing an increasingly important role.

875444-08-9, (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,875444-08-9

To a solution of (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl-4- methyloxazolidin-2-one (46g, 147mol) in DMF (150ml) was dropwise added NaHMDS (176ml, 176mol) at -40C. The reaction mixture was stirred for 30 min, and slowly added with drops of a dilution of 5-bromo-3-(chloromethyl)-N-cyclohexyl-N-ethylpyrid’ine-2-amine of step 3 in DMF (30ml). The resulting reaction mixture was heated to room temperature, stirred for 3 hrs, and diluted with ethyl acetate (200ml) before quenching with water (500ml). The organic layer was withdrawn, washed with water (1.5L), and filtered through a silica- selite pad in a vacuum to afford the title compound (60g, 67%). 1H NMR (400 MHz, CDCI3) 8.31 (s, 1 H), 7.89 (s, 1 H), 7.76 (s, 2 H), 7.74 (s, 1 H), 5.73 (d, 1 H, J = 8.0 Hz), 4.68 (d, 1 H, J = 16.0 Hz), 4.30 (d, 1 H, J = 16.0 Hz), 3.93 (m, 1 H), 3.44 (m, 1 H), 3.03 (m, 1 H), 2.68 (m, 1 H), 1.44- .86 (m, 5 H), 1.02-1.44 (m, 5 H), 0.86 (t, 3 H, J = 6.8 Hz), 0.66 (d, 3 H, J = 6.4 Hz).

As the paragraph descriping shows that 875444-08-9 is playing an increasingly important role.

Reference£º
Patent; DONG-A ST CO.,LTD; PARK, Jang Hyun; SONG, Seung Hyun; CHUNG, Han Kook; KIM, Heung Jae; LEE, Ji Hye; JANG, Byeong Jun; KIM, Eun Jung; JUNG, Hae Hum; RYU, Chae Lim; HWANG, Jae-Sung; LEE, Hyung Ki; KANG, Kyung Koo; KIM, Soon Hoe; WO2014/157994; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem