With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.
3.1.22a (1 g, 8.62 mmol, 1.0 equiv) was dissolved in dichloromethane (20 mL), TEA (4.36 g, 43.1 mmol, 5.0 equiv), DMAP (0.21 g, 1.72 mmol, 0.2 equiv) were added and cooled toO C. 4-methylbenzenesulfonyl chloride (2.46 g, 12.9 mmol, 1.5 equiv) was added and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated to afford a crude residue. The crude residue was purified by silica gel column chromatography (30-35 % EtOAc/Hexane) to afford the desired product 3.1.22b (0.8 g, 35 % yield). LCMS (mlz): 271.1 [M+H]. 1H NMR (400 MHz, DMSO) 6 7.80 (d, J = 8.3 Hz, 2H), 7.49 (d, J = 8.1 Hz, 2H), 3.89 (dd, J = 11.9, 6.4 Hz, 2H), 3.80 (dd, J = 14.4, 6.9 Hz, 2H), 3.24 (dd, J = 22.0, 12.0 Hz, 2H), 2.43 (s, 3H), 1.90-1.71 (m, 2H), 1.51 (dd, J= 31.2, 12.6 Hz, 3H).
14774-37-9, The synthetic route of 14774-37-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; NOVARTIS AG; FU, Jiping; LEE, Patrick; MADERA, Ann Marie; SWEENEY, Zachary Kevin; WO2015/66413; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics