Downstream synthetic route of 88675-24-5

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

88675-24-5, Tetrahydrofuran-3-amine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

88675-24-5, To a stirred solution of intermediate 1 (0.21 g, 0.9 mmol) and TEA (0.37 mL, 2.7 mmol) in dry DCM (5 mL) at 0 ¡ãC, triphosgene (0.268 g, 0.90 mmol) was added and stirred for 2 h at RT. Completion of the reaction was monitored by TLC. The reaction mixture was then poured into water (10 mL) and stirred for 10 min. The organic layer was washed with brine (10 mL), dried over anhydrous Na2S04 and evaporated under vacuum. The resulting crude mixture was dissolved in dry DCM (10 mL), then TEA (0.37 mL, 2.7 mmol) followed by tetrahydrofuran-3- amine (0.12 g, 1.35 mmol) were added at 0 ¡ãC under nitrogen atm and stirred for 4 h at RT. Completion of the reaction was moitored by TLC. The mixture was poured into sat. NaHCO3 (10 mL) and the resulting mixture was stirred for 10 min. The organic layer was washed with brine (10 mL), dried over anhydrous Na2S04 and concentrated under vacuum. The resulting crude material was purified by flash chromatography (Biotage Isolera, gradient: 7percent methanol in DCM) to afford the title compound. Yield: 10percent (31.34 mg, white solid). 1H NMR (400 MHz, DMSO-ak) : delta 7.13 (d, J = 7.6 Hz, 1 H), 6.72 (d, J = 7.2 Hz, 1 H), 6.68 (s, 1 H), 6.38 (d, J = 5.6 Hz, 1 H), 4.49 (t, J = 8.4 Hz, 2H), 4.12-4.05 (m, 1 H), 3.79-3.70 (m, 2H), 3.63-3.57 (m, 1 H), 3.40-3.30 (m, 1 H), 3.27-3.20 (m, 4H), 3.12 (t, J = 8.4 Hz, 2H), 2.33-2.25 (m, 3H), 2.21-2.17 (m, 2H), 2.05-1.95 (m, 1 H), 1.79-1.68 (m, 1 H), 1.2 (d, J = 6.4 Hz, 3H). LCMS: (Method A) 346.3 (M+H), Rt. 2.0 min, 96.3percent (Max). HPLC: (Method A) Rt. 2.1 min, 96.3percent (Max).

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASCENEURON S.A.; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (134 pag.)WO2019/37860; (2019); A1;,
Tetrahydrofuran – Wikipedia
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