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169048-83-3 (S)-5-(Chloromethyl)oxazolidin-2-one 7058042, aoxazolidine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169048-83-3,(S)-5-(Chloromethyl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: To the solution of 4-amino-6-{7-chloro-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-8-yl}-1,3,5-triazine-2-thiol (17, 399 mg, 1.21 mmol) and N-(2-chloroethyl)methanesulfonamide (381 mg, 2.41 mmol) in N,N-dimethylformamide (20 mL) was added N-ethyldiisopropylamine (631 muL, 3.14 mmol) at room temperature. The resulting mixture was stirred for 2.5 h at 70 C. After cooling to room temperature, the mixture was extracted between ethylacetate and water. The organic layer was washed with water and brine successively, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated by evaporation and the resulting residue was purified by preparative HPLC to give the title compound 62%, a light brown solid). H NMR (400 MHz, DMSO-d6) delta: 3.26 (1H, dd, J = 6.6, 8.8 Hz), 3.38 (1H, dd, J = 14.0, 6.0 Hz), 3.47 (1H, dd, J = 14.0, 6.0 Hz), 3.57 (1H, dd, J = 8.8, 8.8 Hz), 4.79-4. 87 (1H, m), 5.05 (2H, s), 5.06 (2H, s), 7.35 (1H, d, J = 7.1 Hz), 7.43 (1H, d, J = 8.8 Hz), 7.45 (1H, s), 7.53 (1H, dd, J = 8.8, 7.1 Hz), 7.57 (1H, s), 7.91 (2H, s). MS (ESI+) m/z: 430, 432 [M+H]+. HRMS (ESI+) m/z: [M+H]+ calcd for C19H1735ClN5O3S, 430.07351; found, 430.07277, [M+H]+ calcd for C19H1737ClN5O3S, 432.07056; found, 432.06954., 169048-83-3

169048-83-3 (S)-5-(Chloromethyl)oxazolidin-2-one 7058042, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Suda, Atsushi; Kawasaki, Ken-Ichi; Komiyama, Susumu; Isshiki, Yoshiaki; Yoon, Dong-Oh; Kim, Sung-Jin; Na, Young-Jun; Hasegawa, Kiyoshi; Fukami, Takaaki A.; Sato, Shigeo; Miura, Takaaki; Ono, Naomi; Yamazaki, Toshikazu; Saitoh, Ryoichi; Shimma, Nobuo; Shiratori, Yasuhiko; Tsukuda, Takuo; Bioorganic and Medicinal Chemistry; vol. 22; 2; (2014); p. 892 – 905;,
Oxazolidine – Wikipedia
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