With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.
To a suspension of magnesium (24.3 g, 1.00 mol) in THF (500 mL) under N2 was added three iodine crystals,Then, dropwise pure 4-bromotetrahydro-2H-pyran (100g, 607mmoL),During the dropwise addition, the internal temperature is controlled to be lower than 45 C.The reaction mixture was stirred for a further 2 h at ambient temperature.The reaction mixture was cooled to -30 C, and then a solution of 3-fluoropyridaldehyde (50.3 g, 402 mmoL) in THF (300 mL) was added dropwise, and the internal temperature was maintained at -20 C to -30 C during the dropwise addition.After 1 h, the reaction mixture was filtered through a thin pad of diatomaceous earth.To the filtrate was added a saturated aqueous solution of NH4Cl (100 mL), and the layers were separated.The organic phase was dried over anhydrous Na2SO4 and the filtrate was collected. The filtrate was concentrated on a rotary evaporator.The crude compound was purified using reversed-phase chromatography, eluting with 40-50% MeCN in H2O, to obtain a racemic compound (52 g, 61% yield),It was separated by chiral preparation SFC to obtain enantiomer A (25.1 g, 29.6% yield)And enantiomer B (25.3 g, 29.7% yield)., 25637-16-5
As the paragraph descriping shows that 25637-16-5 is playing an increasingly important role.
Reference£º
Patent; Beijing Jiakesitu Drug Discovery Co., Ltd.; Beijing Jiakesi Drug Discovery Co., Ltd.; Fang Haiquan; Li Haijun; Yang Guiqun; Wang Yanping; Wu Lingjun; Li Qinglong; Du Yuelei; Zhang Lei; Hu Shaojing; (65 pag.)CN110407854; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics