Application of 151-18-8, These common heterocyclic compound, 151-18-8, name is 3-Aminopropanenitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
(4S)-4-{[(tert-butoxy)carbonyl]amino}-5-methoxy-5-oxopentanoic acid (700 mg, 2.52 mmol) was dissolved in DCM. 3-Aminopropanenitrile (228 mI, 3.03 mmol), DMAP (1.23 g, 10.1 mmol) and EDCI (581 mg, 3.03 mmol) was then added and stirred at rt for 18 h. The reaction mixture was diluted with DCM (50 ml.) and washed with 1 M HCI (50 ml.) and sat NaHCO3 (50 ml_). The organic phase was dried with Na2S04, filtered and concentrated to generate methyl (2S)-2-{[(tert- butoxy)carbonyl]amino}-4-[(2-cyanoethyl)carbamoyl]butanoate (762 mg, 91 %). LCMS [M+H]+ m/z 314; 1H NMR (400 MHz, CDCI3) d ppm 6.86 (br. s., 1H), 5.32 (d, J= 7.3 Hz, 1H), 4.23 – 4.38 (m, 1H), 3.76 (s, 3 H), 3.48 – 3.58 (m, 2 H), 2.65 (t, J= 6.5 Hz, 2 H), 2.29 – 2.36 (m, 2 H), 2.15 – 2.25 (m, 1H), 1.84 – 1.97 (m, 1H), 1.45 (s, 9 H).
The synthetic route of 151-18-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; BENGTSSON, Christoffer; BORHADE, Sanjay; HARALDSSON, Martin; HELLEDAY, Thomas; HENRIKSSON, Martin; HOMAN, Evert; PAULIN, Cynthia; SANDBERG, Lars; SCOBIE, Martin; STENMARK, Pal; VALLIN, Karl; (138 pag.)WO2019/201991; (2019); A1;,
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