With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.
To a solution of butyric acid (253 mg, 2.9 mmol) dissolved in 15 mL of water at ambient temperature, was added N-hydroxysuccinimide (330 mg, 2.9 mmol) followed by EDOHC1 (550 mg, 2.9 mmol). The reaction was stirred for 30 min before 3-aminotetrahydrofuran (250 mg, 2.9 mmol) was added. After 24 h, the solution was extracted with chloroform (3 x 5 mL). The combined chloroform layers were washed with a saturated aqueous solution of sodium bicarbonate (2 x 5 mL), dried with MgS04, filtered and the solvent removed under reduced pressure to afford 22 as a clear oil. Yield: 82.3 mg, 18percent yield. *H NMR (600 MHz, CDC13): delta 5.81 (s, 1H), 4.52-4.46 (m, 1H), 3.88 (ddd, 1H, J=8.0 Hz), 3.77 (dd, 1H, J= 5.4, 9.4 Hz), 3.76- 3.72 (m, 1H), 3.61 (dd, 1H, J=2.5, 9.4 Hz), 2.26-2.18 (m, 1H), 2.10 (t, 2H, J= 7.4 Hz), 1.79-1.71 (m, 1H), 1.61 (sex, 2H, J=7.4 Hz), 0.90 (t, 3H, J=7.4 Hz); 13C NMR (150 MHz, CDC13): delta 172.7, 73.6, 66.8, 50.1, 38.6, 33.2, 19.1, 13.7; ESI MS: Expected [M+H]+: 158.1176, observed: 158.1175; IR (cm 1): 3282, 3068, 2963, 2935, 2873, 1740, 1639, 1540, 1450, 1379, 1286, 1213, 1143, 1063, 908, 802., 88675-24-5
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Reference£º
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; BLACKWELL, Helen; BOURSIER, Michelle, E.; MOORE, Joseph, D.; (110 pag.)WO2017/190116; (2017); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem