Electric Literature of 200283-08-5, The chemical industry reduces the impact on the environment during synthesis 200283-08-5, name is tert-Butyl (2-((tert-butoxycarbonyl)amino)ethyl)(2-hydroxyethyl)carbamate, I believe this compound will play a more active role in future production and life.
General procedure: The corresponding Boc-protected aminoalcohol was dissolved in dry acetonitrile.N-methylisatoic anhydride and K2CO3 were added to the solution. The mixture was stirredfor 48 h at room temperature. The solvent then was removed by evaporation and the crudeproduct was purified by centrifugally accelerated, radial, thin-layer chromatography. Theeluent was changed from n-hexane to n-hexane/acetone to acetone. The fractions whichcontained the product (TLC) were combined and the solvent was removed by evaporation. 3a: For the synthesis of 3a, the following was used: 2a (2.94 g, 9.7 mmol), CH3CN (100 mL),N-methylisatoic anhydride (2.60 g, 14.7 mmol), K2CO3 (6.9 g, 50 mmol). Yield: 1.26 g (31%).White powder. 1H NMR (200 MHz, CDCl3), delta (ppm): 1.40 (s, 18H, 6CH3), 2.88 (s, 3H, CH3), 3.27(br, 2H, CH2), 3.38 (br, 2H, CH2), 3.55 (br, 2H, CH2), 4.32 (t, 3J(H/H) = 5.43 Hz, 2H, CH2), 6.54 (ddd,J(H/H) = 8.1, 7.2, 1.0 Hz, 1H, CArH), 6.63 (d, 3J(H/H) = 8.5 Hz, 1H, CArH), 7.35 (ddd, J(H/H) = 8.6,7.1, 1.7 Hz, 1H, CArH), 7.85 (dd, J(H/H) = 8.0, 1.6 Hz, 1H, CArH). 13C NMR (200 MHz, CDCl3), delta(ppm): 28.51 (s, CH3), 28.57 (s, CH3), 29.7 (s, CH3), 39.7 (s, CH2), 46.7 (s, CH2), 62.4 (s, CH2), 80.5(s, OC(CH3)3), 109.8 (s, CipsoCOO), 111.0 (s, CAr), 114.6 (s, CAr), 131.8 (s, CAr), 135.0 (s, CAr), 152.3(s, CipsoN), 156.1 (s, N(CO)O), 168.5 (s, (CO)O).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl (2-((tert-butoxycarbonyl)amino)ethyl)(2-hydroxyethyl)carbamate, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Walther, Till; Herzog, Renate; Kalu?erovi?, Milena R.; Wagner, Christoph; Schmidt, Harry; Kalu?erovi?, Goran N.; Journal of Coordination Chemistry; vol. 71; 2; (2018); p. 243 – 257;,
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