Synthetic Route of 147751-16-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 147751-16-4 name is tert-Butyl methylsulfonylcarbamate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
To a solution of terf-butyl methylsulfonylcarbamate (900 mg, 4.62 mmol), K2CO3 (1 .3 g, 9.63 mmol) in DMF (60 mL) was added 2-(chloromethyl)-6-(1 -(phenylsulfonyl)-l H-indol- 3-yl)benzo[d]oxazole (Intermediate 79, 1 .49 g, 3.52 mmol). The mixture was stirred at 50 C for 9 hrs. The reaction mixture was filtered. The filtrate was diluted with water (60 mL) and extracted with EtOAc (60 mLx3). The combined organic layer was washed with water (60 mLx3), dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and purified by silica gel chromatography (petroleum ether/ EtOAc =6/1 – 3/1 ) to afford 1 .25 g (61 %) of the title compound as a yellow solid. LC-MS for C28H27N3O7S2+H+ [M+H]+ : calcd. 582.1 ; found: 582.7. 1H NMR (400 MHz, DMSO-afe) delta [ppm]:8.22 (s, 1 H), 8.13 (d, J = 1 .1 Hz, 1 H), 8.11 (s, 1 H), 8.09 (d, J = 1 .3 Hz, 1 H), 8.05 (d, J = 8.3 Hz, 1 H), 7.89 (d, J = 7.9 Hz, 1 H), 7.85 (d, J = 8.3 Hz, 1 H), 7.76 (dd, J = 8.3, 1 .5 Hz, 1 H), 7.73 – 7.68 (m, 1 H), 7.61 (t, J = 7.7 Hz, 2H), 7.47 – 7.42 (m, 1 H), 7.39 – 7.34 (m, 1 H), 5.17 (s, 2H), 3.57 (s, 3H), 1 .43 (s, 9H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl methylsulfonylcarbamate, and friends who are interested can also refer to it.
Reference:
Patent; ITEOS THERAPEUTICS; CAUWENBERGHS, Sandra; CROSIGNANI, Stefano; DRIESSENS, Gregory; DEROOSE, Frederik; (271 pag.)WO2015/140717; (2015); A1;,
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