Electric Literature of 534-03-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.534-03-2, name is 2-Aminopropane-1,3-diol, molecular formula is C3H9NO2, molecular weight is 91.1091, as common compound, the synthetic route is as follows.
To a solution of 2-amino-1,3-propanediol (S2, 299 mg, 3.28 mmol, 1.0 equiv) in MeCN (10 mL), K2CO3 (2.27 g, 16.4 mmol, 5.0 equiv) and benzyl bromide (0.98 mL, 1.4 g, 8.3 mmol, 2.5 equiv) were added at room temperature. The reaction mixture was stirred at this temperature for 18 h and then diluted with water (10 mL). The aqueous layer was extracted with EtOAc (3 × 10 mL) and the combined organics were dried over Na2SO4. The solvent was removed under reduced pressure and the resultant residue was purified by column chromatography (SiO2, petroleum ether/EtOAc 1:1) to yield 716 mg (2.64 mmol, 80%) of S3 as a white solid. TLC Rf 0.20 (petroleum ether/EtOAc 1:1); mp 113 C; 1H NMR (300 MHz, C6D6): 2.30 (bs, 2H, OH), 2.93 (tt, 1H, J = 7.5, 5.9 Hz, 2-H), 3.37 (dd, 2H, J = 10.8, 5.9 Hz, 1-Ha, 3-Ha), 3.48 (dd, 2H, J = 10.8, 7.5 Hz, 1-Hb, 3-Hb), 3.53-3.66 (m, 4H, CH2Ph), 7.01-7.32 (m, 10H, Ph-H); 13C NMR (76 MHz, C6D6): 54.4, 60.2, 60.3, 127.4, 128.7, 129.2, 140.1; IR (ATR) nu 3245, 1493, 1451, 1049, 1025, 999, 741, 730, 695; UV (MeCN) lambdamax (log epsilon) 206 (4.28), 259 (2.77); MS (ESI+) m/z 272.2 (M+H+), 294.2 (M+Na+); HRMS (ESI+) m/z calcd for C17H21NNaO2 294.1465 (M+Na+), found 294.1466.
The chemical industry reduces the impact on the environment during synthesis 534-03-2, I believe this compound will play a more active role in future production and life.
Reference:
Article; Ries, Oliver; Bueschleb, Martin; Granitzka, Markus; Stalke, Dietmar; Ducho, Christian; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 1135 – 1142;,
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